Combinations Comprising a Fungicidal Strain and an Active Compound

ABSTRACT

Fungicidal mixtures, comprising 1) a fungicidal strain (I) selected from a) the  Bacillus substilis  strain with NRRL Accession No. B-21661, and b) the  Bacillus pumilus  strain with NRRL Accession No. B-30087, or a mutant of these strains having all the identifying characteristics of the respective strain, or a metabolite produced by the respective strain that exhibits activity against plant pathogenic fungi, and 2) at least one chemical compound (II), selected from the active compound groups A) to F): A) azoles; B) strobilurins; C) carboxamides; D) heterocyclic compounds; E) carbamates; F) other fungicides; in a synergistically effective amount, methods for controlling harmful fungi using compositions of components 1) and 2), the use of a component 1) with a component 2) for preparing such compositions, and also fungicidal agents and seed comprising such compositions.

The present invention relates to fungicidal compositions for controllingphytopathogenic harmful fungi comprising, as active components,

-   1) a fungicidal strain (I) selected from    -   a) the Bacillus substilis strain with NRRL Accession No.        B-21661, and    -   b) the Bacillus pumilus strain with NRRL Accession No. B-30087,        or a mutant of these strains having all the identifying        characteristics of the respective strain, or a metabolite        produced by the respective strain that exhibits activity against        plant pathogenic fungi;

and

-   2) at least one chemical compound (II), selected from the active    compound groups A) to F):    -   A) azoles selected from the group consisting of azaconazole,        diniconazole-M, oxpoconazol, paclobutrazol, uniconazol,        1-(4-chloro-phenyl)-2-([1,2,4]triazol-1-yl)-cycloheptanol and        imazalil-sulfphate;    -   B) strobilurins selected from the group consisting of        2-(2-(6-(3-chloro-2-methyl-phenoxy)-5-fluoro-pyrimidin-4-yloxy)-phenyl)-2-methoxyimino-N-methyl-acetamide        and        3-methoxy-2-(2-(N-(4-methoxy-phenyl)-cyclopropanecarboximidoylsulfanylmethyl)-phenyl)-acrylic        acid methyl ester;    -   C) carboxamides selected from the group consisting of benalaxyl,        benalaxyl-M, 2-amino-4-methyl-thiazole-5-carboxamide,        2-chloro-N-(1,1,3-trimethyl-indan-4-yl)-nicotinamide,        N-(2-(1,3-dimethylbutyl)-phenyl)-1,3-dimethyl-5-fluoro-1H-pyrazole-4-carboxamide,        N-(4′-chloro-3′,5-difluoro-biphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,        N-(4′-chloro-3′,5-difluoro-biphenyl-2-yl)-3-trifluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,        N-(cis-2-bicyclopropyl-2-yl-phenyl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide.        N-(trans-2-bicyclopropyl-2-yl-phenyl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,        fluopyram,        N-(3-ethyl-3,5-5-trimethyl-cyclohexyl)-3-formylamino-2-hydroxy-benzamide,        oxytetracydin, silthiofam, N-(6-methoxypyridin-3-yl)        cyclopropanecarboxylic acid amide, penthiopyrad, isopyrazam and        a 1-methyl-pyrazol-4-ylcarboxamide of the formula III

-   -   -   in which the substituents are as defined below:        -   X is hydrogen or fluorine;        -   R¹ is C₁-C₄-alkyl or C₁-C₄-haloalkyl;        -   R² is hydrogen or halogen;        -   R³, R⁴ and R⁵ independently of one another are hydrogen,            cyano, nitro, halogen, C₁-C₄-alkyl, C₁-C₄-haloalkyl,            C₁-C₄-alkoxy. C₁-C₄-haloalkoxy, C₁-C₄-alkylthio or            C₁-C₄-haloalkyl;

    -   D) heterocyclic compounds selected from the group consisting of        5-chloro-7-(4-methylpiperidin-1-yl)-6-(2,4,6-trifluorophenyl)-[1,2,4]triazolo[1,5-a]pyrimidine,        2,3,5,6-tetrachloro-4-methanesulfonyl-pyridine,        3,4,5-trichloro-pyridine-2,6-di-carbonitrile,        N-(1-(5-bromo-3-chloro-pyridin-2-yl)-ethyl)-2,4-dichloro-nicotinamide,        N-((5-bromo-3-chloro-pyridin-2-yl)-methyl)-2,4-dichloro-nicotinamide,        diflumetorim, nitrapyrin, dodemorph-acetate, fluoroimid,        blasticidin-S, chinomethionat, debacarb, oxolinic acid,        piperalin and an azolopyrimidin-7-ylamine of the formula IV

-   -   -   in which the substituents have the following meanings:        -   E¹ is C₃-C₁₂-alkyl, C₂-C₁₂-alkenyl, C₅-C₁₂-alkoxyalkyl,            C₃-C₆-cycloalkyl, phenyl or phenyl-C₁-C₄-alkyl;        -   E² is C₁-C₁₂-alkyl, C₂-C₁₂-alkenyl, C₁-C₄-haloalkyl or            C₁-C₄-alkoxy-C₁-C₄-alkyl;        -   where the aliphatic chains in E¹ and/or E² may be            substituted by one to four identical or different groups            R^(a):        -   R^(a) is halogen, cyano, hydroxyl, mercapto, C₁-C₁₀-alkyl,            C₁-C₁₀-haloalkyl, C₃-C₈-cycloalkyl, C₂-C₁₀-alkenyl,            C₂-C₁₀-alkynyl, C₁-C₆-alkoxy, C₁-C₆-alkylthio,            C₁-C₆-alkoxy-C₁-C₆-alkyl or NR^(A)R^(B);        -   R^(A), R^(B) independently of one another are hydrogen or            C₁-C₆-alkyl;        -   where the cyclic groups in E¹ and/or R^(a) may be            substituted by one to four groups R^(b):        -   R^(b) is halogen, cyano, hydroxyl, mercapto, nitro,            NR^(A)R^(B), C₁-C₁₀-alkyl, C₁-C₆-haloalkyl, C₂-C₆-alkenyl,            C₂-C₆-alkynyl or C₁-C₆-alkoxy;        -   E³ is hydrogen, halogen, cyano, NR^(A)R^(B), hydroxyl,            mercapto, C₁-C₆-alkyl, C₁-C₆-haloalkyl, C₃-C₈-cycloalkyl,            C₁-C₆-alkoxy, C₁-C₆-alkylthio, C₃-C₈-cycloalkoxy,            C₃-C₈-cycloalkylthio, carboxyl, formyl,            C₁-C₁₀-alkylcarbonyl, C₁-C₁₀-alkoxycarbonyl,            C₂-C₁₀-alkenyloxycarbonyl, C₂-C₁₀-alkynyloxycarbonyl,            phenyl, phenoxy, phenylthio, benzyloxy, benzylthio or            C₁-C₆-alkyl-S(O)_(m)—;        -   m is 0, 1 or 2;        -   A is CH or N;

    -   E) carbamates selected from the group consisting of        methasulphocarb and propamocarb hydrochlorid;

    -   F) other fungicides selected from the group consisting of        metrafenone, dodine free base, guazatine-acetate,        iminoctadine-triacetate, iminoctadine-tris(albesilate),        kasugamycin-hydrochlorid-hydrat, dichlorophen, pentachlorophenol        and its salts,        N-(4-chloro-2-nitro-phenyl)-N-ethyl-4-methyl-benzenesulfon-amide,        dicloran, nitrothal-isopropyl, tecnazen, biphenyl, bronopol,        diphenylamine, mildiomycin, oxin-copper, prohexadione calcium,        N-(cyclopropylmethoxyimino-(6-difluoromethoxy-2,3-difluoro-phenyl)-methyl)-2-phenyl        acetamide,        N′-(4-(4-chloro-3-trifluoromethyl-phenoxy)-2,5-dimethyl-phenyl)-N-ethyl-N-methyl        formamidine,        N′-(4-(4-fluoro-3-trifluoromethyl-phenoxy)-2,5-dimethyl-phenyl)-N-ethyl-N-methyl        formamidine,        N′-(2-methyl-5-trifluormethyl-4-(3-trimethylsilanyl-propoxy)-phenyl)-N-ethyl-N-methyl        formamidine and        N′-(5-difluormethyl-2-methyl-4-(3-trimethylsilanyl-propoxy)-phenyl)-N-ethyl-N-methyl        formamidine;

    -   in a synergistically effective amount.

Moreover, the invention relates to a method for controlling harmfulfungi using a composition of components 1) and 2), to the use of acomponent 1) with a component 2) for preparing such compositions, andalso to agents and seed comprising such compositions.

The strains (I), their mutants and the metabolites produced by thestrains that exhibit activity against plant pathogenic fungi, referredto above as component 1), their preparation and their action againstharmful fungi are known from WO 98/50422, WO 00/29426 and WO 00/58442,therein also referred to as AQ713 (QST713) and QST2808.

Isolates of bacteria of species Bacillus subtilis and Bacillus pumiluswhich are effective in inhibiting the growth of fungi of speciesbotrytis cinerea and/or Alternaria brassicicola and a method ofobtaining those isolates are also known from WO 93/18654.

Example 13 of WO 98/50422 already discloses that synergistic activity isobtained by the combined treatment of component 1) a) and azoxystrobin.

NRRL is the abbreviation for the Agricultural Research Service CultureCollection, an international depositary authority for the purposes ofdeposing microorganism strains under the BUDAPEST TREATY ON THEINTERNATIONAL RECOGNITION OF THE DEPOSIT OF MICROORGANISMS FOR THEPURPOSES OF PATENT PROCEDURE, having the address National Center forAgricultural Utilization Research, Agricultural Research Service, U.S.Department of Agriculture, 1815 North University Street, Peoria, Ill.61604, USA.

Suitable formulations of the Bacillus subtilis strain 1) a) arecommercially available under the tradenames RHAPSODY®, SERENADE® MAX andSERENADE® ASO from AgraQuest, Inc., USA.

Suitable formulations of the Bacillus pumilus strain 1) b) arecommercially available under the tradenames SONATA® and BALLAD® Plusfrom AgraQuest, Inc., USA.

However, the known strains (I), their mutants and the metabolitesproduced by the strains are, in particular at low application rates, notentirely satisfactory.

The active compounds (II) mentioned above as component 2), theirpreparation and their action against harmful fungi are generally known(cf., for example, http://www.hclrss.demon.co.uk/index.html); they arecommercially available.

N-(2-bicycloprop-2-yl-phenyl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamideis known from WO 03/074491 and can be prepared in the manner describedtherein. The fungicidal activity of said compound against variousharmful fungi is known from WO 2006/015866.

Isopyrazam is known from WO 04/035589 and can be prepared in the mannerdescribed therein or as described in WO 2007/068417.

The 1-methyl-pyrazol-4-ylcarboxanilides of formula (III) are known fromthe literature (cf., for example, EP-A 545 099, EP-A 589 301, WO99/09013, WO 2003/70705 and WO 2006/087343), or they can be prepared inthe manner described therein.

The azolopyrimidin-7-ylamines IV, their preparation and their actionagainst harmful fungi are known from the literature (EP-A 71 792; EP-A141 317; WO 03/009687; WO 05/087771; WO 05/087772; WO 05/087773; WO2005/087772; WO 2006/087325; WO 2006/092428).

Metrafenone, 3′-bromo-2,3,4,6′-tetramethoxy-2′,6-dimethylbenzophenone,is known from U.S. Pat. No. 5,945,567.

It was an object of the present invention, with a view to reducing theapplication rates and broadening the activity spectrum of the strains(I) and compounds (II), to provide compositions which, at a reducedtotal amount of active compounds applied, have improved activity againstharmful fungi, in particular for certain indications.

We have accordingly found that this object is achieved by thecompositions, of components 1) and 2), defined at the outset. Moreover,we have found that simultaneous, that is joint or separate, applicationof components 1) and 2) or successive application of the components 1)and 2) allows better control of harmful fungi than is possible with thestrains, their mutants and the metabolites produced by the strains onthe one hand and with the individual compounds (II) on the other hand,alone (synergistic mixtures).

By simultaneous, that is joint or separate, application of components 1)and 2), the fungicidal activity is increased in a superadditive manner.

Component 1) embraces not only the isolated, pure cultures of theBacillus substilis strain and the Bacillus pumilus strain, but alsotheir suspensions in a whole broth culture or as a metabolite-containingsupernatant or a purified metabolite obtained from a whole broth cultureof the strain.

“Whole broth culture” refers to a liquid culture containing both cellsand media.

“Supernatant” refers to the liquid broth remaining when cells grown inbroth are removed by centrifugation, filtration, sedimentation, or othermeans well known in the art.

The term“metabolite” refers to any compound, substance or byproduct of afermentation or a microorganism that has fungicidal activity.

Preferred component 1) is a fungicidal strain 1) a), the Bacillussubstilis strain with NRRL Accession No. B-21661, a mutant thereofhaving all the identifying characteristics of the strain, or ametabolite produced by the strain that exhibits activity against plantpathogenic fungi.

Many of the active compounds II can be present in different crystalmodifications, which may differ in biological activity. They also formpart of component 2).

Preference is given to compositions of a component 1) with a component2) consisting of at least one active compound (II) selected from thegroup of A) azoles.

Preference is also given to compositions of a component 1) with acomponent 2) consisting of at least one active compound (II) selectedfrom the group of B) strobilurins.

Preference is given to compositions of a component 1) with a component2) consisting of at least one active compound (II) selected from thegroup of C) carboxamides.

Among the group of C) carboxamides, penthiopyrad,N-(2-(1,3-dimethylbutyl)-phenyl)-1,3-dimethyl-5-fluoro-1H-pyrazole-4-carboxamide,N-(cis-2-bicyclopropyl-2-yl-phenyl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,N-(trans-2-bicyclopropyl-2-yl-phenyl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamideand the 1-methyl-pyrazol-4-ylcarboxanilides of the formula III arepreferred.

In the formula III, halogen is fluorine, chlorine, bromine or iodine,preferably fluorine or chlorine;

C₁-C₄-alkyl is methyl, ethyl, n-propyl, 1-methylethyl, n-butyl,1-methylpropyl, 2-methylpropyl or 1,1-dimethylethyl, preferably methylor ethyl;

C₁-C₄-haloalkyl is a partially or fully halogenated C₁-C₄-alkyl radical,where the halogen atom(s) is/are in particular fluorine, chlorine and/orbromine, i.e., for example, chloromethyl, bromomethyl, dichloromethyl,trichloromethyl, fluoromethyl, difluoromethyl, trifluoromethyl,chlorofluoromethyl, dichlorofluoromethyl, chlorodifluoromethyl,1-chloroethyl, 1-bromoethyl, 1-fluoroethyl, 2-fluoroethyl,2,2-difluoroethyl, 2,2,2-trifluoroethyl, 2-chloro-2-fluoroethyl,2-chloro-2,2-difluoroethyl, 2,2-dichloro-2-fluoroethyl,2,2,2-trichloroethyl, pentafluoroethyl, heptafluoropropyl ornonafluorobutyl, in particular halomethyl, with particular preferenceCH₂—Cl, CH(Cl)₂, CH₂—F, CHF₂, CF₃, CHFCl, CF₂Cl or CF(Cl)₂, inparticular CHF₂ or CF₃;

C₁-C₄-alkoxy is OCH₃, OC₂H₅, OCH₂—C₂H₅, OCH(CH₃)₂, n-butoxy,OCH(CH₃)—C₂H₅, OCH₂—CH(CH₃)₂ or OC(CH₃)₃, preferably OCH₃ or OC₂H₅;

C₁-C₄-haloalkoxy is a partially or fully halogenated C₁-C₄-alkoxyradical, where the halogen atom(s) is/are in particular fluorine,chlorine and/or bromine, i.e., for example, chloromethoxy, bromomethoxy,dichloromethoxy, trichloromethoxy, fluoromethoxy, difluoromethoxy,trifluoromethoxy, chlorofluoromethoxy, dichlorofluoromethoxy,chlorodifluoromethoxy, 1-chloroethoxy, 1-bromoethoxy, 1-fluoroethoxy,2-fluoroethoxy, 2,2-difluoroethoxy, 2,2,2-trifluoroethoxy,2-chloro-2-fluoroethoxy, 2-chloro-2,2-difluoroethoxy,2,2-dichloro-2-fluoroethoxy, 2,2,2-trichloroethoxy, pentafluoroethoxy,heptafluoropropoxy or nonafluorobutoxy, in particular halomethoxy,particularly preferably OCH₂—Cl, OCH(Cl)₂, OCH₂—F, OCH(F)₂, OCF₃,OCHFCl, OCF₂Cl or OCF(Cl)₂;

C₁-C₄-alkylthio is SCH₃, SC₂H, SCH₂—C₂H₅, SCH(CH₃)₂, n-butylthio,SCH(CH₃)—C₂H₅, SCH₂—CH(CH₃)₂ or SC(CH₃)₃, preferably SCH₃ or SC₂H₅.

C₁-C₄-haloalkylthio is a partially or fully halogenated C₁-C₄-alkylthioradical, where the halogen atom(s) is/are in particular fluorine,chlorine and/or bromine, i.e., for example, chloromethylthio,bromomethylthio, dichloromethylthio, trichloromethylthio,fluoromethylthio, difluoromethylthio, trifluoromethylthio,chlorofluoromethylthio, dichlorofluoromethylthio,chlorodifluoromethylthio, 1-chloroethylthio, 1-bromoethylthio,1-fluoroethylthio, 2-fluoroethylthio, 2,2-difluoroethylthio,2,2,2-trifluoroethylthio, 2-chloro-2-fluoroethylthio,2-chloro-2,2-difluoroethylthio, 2,2-dichloro-2-fluoroethylthio,2,2,2-trichloroethylthio, pentafluoroethylthio, heptafluoropropylthio ornonafluorobutylthio, in particular halomethylthio, particularlypreferably SCF₃;

Preferred 1-methylpyrazol-4-ylcarboxanilides III are, on the one hand,those in which X is hydrogen.

On the other hand, preferred compounds III are those in which X Isfluorine.

For the mixtures according to the invention, preference is given tocompounds of the formula III in which R¹ is methyl or halomethyl, inparticular CH₃, CHF₂, CH₂F, CF₃, CHFCl or CF₂Cl.

Preference is furthermore given to compounds III in which R² ishydrogen, fluorine or chlorine, in particular hydrogen.

Preference is furthermore given to those compounds III in which R³ ishalogen, C₁-C₄-alkyl. C₁-C₄-haloalkyl, C₁-C₄-alkoxy, C₁-C₄-haloalkoxy orC₁-C₄-alkylthio, preferably halogen, methyl, halomethyl, methoxy,halomethoxy or methylthio, in particular F, Cl, CH₃, CF₃, OCH₃, OCHF₂,OCF₃ or SCH₃, particularly preferably fluorine.

Moreover, preference is given to those compounds III in which R⁴ ishalogen, in particular fluorine.

Preference is furthermore given to those compounds III in which R⁵ ishalogen, in particular fluorine.

Among those 1-methylpyrazol-4-ylcarboxanilides Ill where X is hydrogen,particular preference is given toN-(2′-fluoro-4′-chloro-5′-methoxybiphenyl-2-yl)-3-trifluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,N-(2′-fluoro-4′-chloro-5′-methylbiphenyl-2-yl)-3-trifluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,N-(3′,4′,5′-trifluorobiphenyl-2-yl)-3-trifluoromethyl-1-methyl-1H-pyrazole-4-carboxamide.N-(2′,4′,5′-trifluorobiphenyl-2-yl)-3-trifluoromethyl-1-methyl-1H-pyrazole-4-carboxamide.N-(2′-fluoro-4′-chloro-5′-methoxybiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,N-(2′,3′,4′-trifluorophenyl-2-yl)-3-trifluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,N-(2′-fluoro-4′-chloro-5-methylbiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,N-(3′,4′,5′-trifluorobiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,N-(2′,4′,5′-trifluorobiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,N-(3′,4′,5′-trifluorobiphenyl-2-yl)-3-fluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,N-(3′,4′,5′-trifluorobiphenyl-2-yl)-3-chlorodifluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,N-(3′,4′,5′-trifluorobiphenyl-2-yl)-3-chlorofluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,N-(2′,3′,4′-trifluorobiphenyl-2-yl)-3-fluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,N-(2′,4′,5′-trifluorobiphenyl-2-yl)-3-fluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,N-(4′-trifluoromethylthio-biphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamideandN-(4′-trifluoromethylthio-biphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide.

Among those 1-methylpyrazol-4-ylcarboxanilides I where X is fluorine,particular preference is given toN-(3′,4′-dichloro-3-fluorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide,N-(3′,4′-dichloro-3-fluorobiphenyl-2-yl)-1-methyl-3-difluoromethyl-1H-pyrazole-4-carboxamide,N-(3′,4′-difluoro-3-fluorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide,N-(3′,4′-difluoro-3-fluorobiphenyl-2-yl)-1-methyl-3-difluoromethyl-1H-pyrazole-4-carboxamide,N-(3′-chloro-4′-fluoro-3-fluorobiphenyl-2-yl)-1-methyl-3-difluoromethyl-1H-pyrazole-4-carboxamide,N-(3′,4′-dichloro-4-fluorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide,N-(3′,4′-difluoro-4-fluorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide,N-(3′,4′-dichloro-4-fluorobiphenyl-2-yl)-1-methyl-3-difluoromethyl-1H-pyrazole-4-carboxamide.N-(3′,4′-difluoro-4-fluorobiphenyl-2-yl)-1-methyl-3-difluoromethyl-1H-pyrazole-4-carboxamide,N-(3′-chloro-4′-fluoro-4-fluorobiphenyl-2-yl)-1-methyl-3-difluoromethyl-1H-pyrazole-4-carboxamide,N-(3′,4′-dichloro-5-fluorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide,N-(3′,4′-difluoro-5-fluorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide,N-(3′,4-dichloro-5-fluorobiphenyl-2-yl)-1-methyl-3-difluoromethyl-1H-pyrazole-4-carboxamide,N-(3′,4′-difluoro-5-fluorobiphenyl-2-yl)-1-methyl-3-difluoromethyl-1H-pyrazole-4-carboxamide,N-(3′,4′-dichloro-5-fluorobiphenyl-2-yl)-1,3-dimethyl-1H-pyrazole-4-carboxamide,N-(3′-chloro-4′-fluoro-5-fluorobiphenyl-2-yl)-1-methyl-3-difluoromethyl-1H-pyrazole-4-carboxamide,N-(4′-fluoro-4-fluorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide,N-(4′-fluoro-5-fluorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide,N-(4′-chloro-5-fluorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide,N-(4′-methyl-5-fluorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide,N-(4′-fluoro-5-fluorobiphenyl-2-yl)-1,3-dimethyl-1H-pyrazole-4-carboxamide,N-(4′-chloro-5-fluorobiphenyl-2-yl)-1,3-dimethyl-1H-pyrazole-4-carboxamide,N-(4′-methyl-5-fluorobiphenyl-2-yl)-1,3-dimethyl-1H-pyrazole-4-carboxamide,N-(4′-fluoro-6-fluorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamideandN-(4′-chloro-6-fluorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide.

Preference is furthermore also given to compositions of a component 1)with a component 2) consisting of at least one active compound (II)selected from the group of D) heterocyclic compounds.

Among the D) heterocyclic compounds,5-chloro-7-(4-methylpiperidin-1-yl)-6-(2,4,6-trifluorophenyl)-[1,2,4]triazolo[1,5-a]pyrimidineand the azolopyrimidin-7-ylamines of the formula IV are preferred.

In the formula IV, halogen is fluorine, chlorine, bromine or iodine.

alkyl: saturated, straight-chain or branched hydrocarbon radicals having1 to 4, 1 to 6, 1 to 10, 1 to 12 or 3 to 12 carbon atoms, for exampleC₁-C₆-alkyl, such as methyl, ethyl, propyl, 1-methylethyl, butyl,1-methylpropyl, 2-methylpropyl, 1,1-dimethylethyl, pentyl,1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 2,2-dimethylpropyl,1-ethylpropyl, hexyl, 1,1-dimethylpropyl, 1,2-dimethylpropyl,1-methylpentyl, 2-methylpentyl, 3-methylpentyl, 4-methylpentyl,1,1-dimethylbutyl, 1,2-dimethylbutyl, 1,3-dimethylbutyl,2,2-dimethylbutyl, 2,3-dimethylbutyl, 3,3-dimethylbutyl, 1-ethylbutyl,2-ethylbutyl, 1,1,2-trimethylpropyl, 1,2,2-trimethylpropyl,1-ethyl-1-methylpropyl and 1-ethyl-2-methylpropyl;

haloalkyl: straight-chain or branched alkyl radicals having 1 to 4, 1 to6 or 1 to 10 carbon atoms (as mentioned above), where some or all of thehydrogen atoms in these radicals may be replaced by halogen atoms asmentioned above: in particular C₁-C₂-haloalkyl such as chloromethyl,bromomethyl, dichloromethyl, trichloromethyl, fluoromethyl,difluoromethyl, trifluoromethyl, chlorofluoromethyl,dichlorofluoromethyl, chlorodifluoromethyl, 1-chloroethyl, 1-bromoethyl,1-fluoroethyl, 2-fluoroethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl,2-chloro-2-fluoroethyl, 2-chloro-2,2-difluoroethyl,2,2-dichloro-2-fluoroethyl, 2,2,2-trichloroethyl, pentafluoroethyl or1,1,1-trifluoroprop-2-yl;

alkenyl: unsaturated straight-chain or branched hydrocarbon radicalshaving 2 to 6, 2 to 10 or 2 to 12 carbon atoms and one or two doublebonds in any position, for example C₂-C₆-alkenyl, such as ethenyl,1-propenyl, 2-propenyl, 1-methylethenyl, 1-butenyl, 2-butenyl,3-butenyl, 1-methyl-1-propenyl, 2-methyl-1-propenyl,1-methyl-2-propenyl, 2-methyl-2-propenyl, 1-pentenyl, 2-pentenyl,3-pentenyl, 4-pentenyl, 1-methyl-1-butenyl, 2-methyl-1-butenyl,3-methyl-1-butenyl, 1-methyl-2-butenyl, 2-methyl-2-butenyl,3-methyl-2-butenyl, 1-methyl-3-butenyl, 2-methyl-3-butenyl,3-methyl-3-butenyl, 1,1-dimethyl-2-propenyl, 1,2-dimethyl-1-propenyl,1,2-dimethyl-2-propenyl, 1-ethyl-1-propenyl, 1-ethyl-2-propenyl,1-hexenyl, 2-hexenyl, 3-hexenyl, 4-hexenyl, 5-hexenyl,1-methyl-1-pentenyl, 2-methyl-1-pentenyl, 3-methyl-1-pentenyl,4-methyl-1-pentenyl, 1-methyl-2-pentenyl, 2-methyl-2-pentenyl,3-methyl-2-pentenyl, 4-methyl-2-pentenyl, 1-methyl-3-pentenyl,2-methyl-3-pentenyl, 3-methyl-3-pentenyl, 4-methyl-3-pentenyl,1-methyl-4-pentenyl, 2-methyl-4-pentenyl, 3-methyl-4-pentenyl,4-methyl-4-pentenyl, 1,1-dimethyl-2-butenyl, 1,1-dimethyl-3-butenyl,1,2-dimethyl-1-butenyl, 1,2-dimethyl-2-butenyl, 1,2-dimethyl-3-butenyl,1,3-dimethyl-1-butenyl, 1,3-dimethyl-2-butenyl, 1,3-dimethyl-3-butenyl,2,2-dimethyl-3-butenyl, 2,3-dimethyl-1-butenyl, 2,3-dimethyl-2-butenyl,2,3-dimethyl-3-butenyl, 3,3-dimethyl-1-butenyl, 3,3-dimethyl-2-butenyl,1-ethyl-1-butenyl, 1-ethyl-2-butenyl, 1-ethyl-3-butenyl,2-ethyl-1-butenyl, 2-ethyl-2-butenyl, 2-ethyl-3-butenyl,1,1,2-trimethyl-2-propenyl, 1-ethyl-1-methyl-2-propenyl,1-ethyl-2-methyl-1-propenyl or 1-ethyl-2-methyl-2-propenyl;

alkynyl: straight-chain or branched hydrocarbon radicals having 2 to 6or 2 to 10 carbon atoms and one or two triple bonds in any position, forexample C₂-C₆-alkynyl, such as ethynyl, 1-propynyl, 2-propynyl,1-butynyl, 2-butynyl, 3-butynyl, 1-methyl-2-propynyl, 1-pentynyl,2-pentynyl, 3-pentynyl, 4-pentynyl, 1-methyl-2-butynyl,1-methyl-3-butynyl, 2-methyl-3-butynyl, 3-methyl-1-butynyl,1,1-dimethyl-2-propynyl, 1-ethyl-2-propynyl, 1-hexynyl, 2-hexynyl,3-hexynyl, 4-hexynyl, 5-hexynyl, 1-methyl-2-pentynyl,1-methyl-3-pentynyl, 1-methyl-4-pentynyl, 2-methyl-3-pentynyl,2-methyl-4-pentynyl, 3-methyl-1-pentynyl, 3-methyl-4-pentynyl,4-methyl-1-pentynyl, 4-methyl-2-pentynyl, 1,1-dimethyl-2-butynyl,1,1-dimethyl-3-butynyl, 1,2-dimethyl-3-butynyl, 2,2-dimethyl-3-butynyl,3,3-dimethyl-1-butynyl, 1-ethyl-2-butynyl, 1-ethyl-3-butynyl,2-ethyl-3-butynyl or 1-ethyl-1-methyl-2-propynyl;

cycloalkyl: mono- or bicyclic saturated hydrocarbon radicals having 3 to6 or 3 to 8 carbon ring members, for example C₃-C₈-cycloalkyl, such ascyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl orcyclooctyl;

cycloalkoxy: mono- or bicyclic saturated hydrocarbon radicals which areattached via an oxygen atom (—O—);

cycloalkylthio: mono- or bicyclic, saturated hydrocarbon radicals whichare attached via a sulfur atom (—S—);

alkylthio: saturated, straight-chain or branched hydrocarbon radicalswhich are attached via a sulfur atom (—S—);

alkylcarbonyl: straight-chain or branched alkyl radicals which have 1 to10 carbon atoms and are attached via a carbonyl group (—CO—);

alkoxy: straight-chain or branched alkyl radicals which are attached viaan oxygen atom (—O—);

alkoxyalkyl: straight-chain or branched alkoxy radicals which areattached to an alkyl radical;

haloalkoxy: straight-chain or branched alkoxy radicals, where some orall of the hydrogen atoms in these radicals may be replaced by halogen;

alkoxycarbonyl: alkoxy radicals which have 1 to 10 carbon atoms and areattached via a carbonyl group (—CO—);

alkenyloxycarbonyl: alkenyl radicals which are attached via an oxygenatom (—O—) to a carbonyl group (—CO—);

alkynyloxycarbonyl: alkynyl radicals which are attached via an oxygenatom (—O—) to a carbonyl group (—CO—);

phenylalkyl: a phenyl group which is attached via saturated,straight-chain or branched alkyl radicals.

Preferred azolopyrimidin-7-ylamines IV are those compounds in which E¹is straight-chain or branched C₃-C₁₂-alkyl or phenyl which may besubstituted by one to three halogen or C₁-C₄-alkyl groups.

In one embodiment of the compounds IV, the aliphatic chains in E¹ and E²or in E¹ or E² are not substituted by R^(a).

A preferred embodiment relates to compounds IV in which E¹ isstraight-chain or branched C₅-C₁₀-alkyl, in particular ethyl,3,5,5-trimethylhexyl, n-heptyl, n-octyl, n-nonyl or n-decyl.

A further embodiment relates to compounds IV in which E¹ is phenyl whichis unsubstituted or substituted by one to four radicals R^(b).

Preferred compounds IV are those in which E¹ is a substituted phenylgroup which corresponds to a group Ar

in which

L¹ to L³ are halogen, cyano, hydroxyl, mercapto, nitro, NR^(A)R^(B),C₁-C₁₀-alkyl, C₁-C₆-haloalkyl, C₂-C₆-alkenyl, C₂-C₆-alkynyl orC₁-C₆-alkoxy; r and q Independently of one another may be 0 or 1 sein,where NR^(A)R^(B) is as defined in formula IV and #denotes the bond tothe azolopyrimidine skeleton.

In a further embodiment of the compounds IV, L¹ is halogen, cyano,hydroxyl, mercapto, nitro, NR^(A)R^(B), C₁-C₆-alkyl, halomethyl andC₁-C₂-alkoxy, preferably halogen, cyano, C₁-C₆-alkyl, halomethyl orC₁-C₂-alkoxy.

In a further embodiment of the compounds IV, q is 0 or L² is one of thegroups mentioned above and q is 1.

In a further embodiment of the compounds IV, r is 0 or L³ is halogen,cyano, hydroxyl, mercapto, nitro, NR^(A)R^(B), C₁-C₆-alkyl, halomethylor C₁-C₂-alkoxy and r is 1.

Preferably, r is zero.

Preference is given to compounds IV in which E² is straight-chain orbranched C₁-C₂-alkyl, C₁-C₄-alkoxy-C₁-C₄-alkyl or C₁-C₄-haloalkyl.

In a particularly preferred embodiment of the compounds IV, E² ismethyl, ethyl, n-propyl, n-octyl, trifluoromethyl or methoxymethyl, inparticular methyl, ethyl, trifluoromethyl or methoxymethyl.

Preference is furthermore given to compounds IV in which E³ is hydrogen.

In a further embodiment of the compounds IV, E³ is amino.

One embodiment of the compounds IV relates to those in which A is N.These compounds correspond to formula IVa in which the variables are asdefined for formula IV:

Another embodiment of the compounds of the formula IV relates to thosein which A is CH. These compounds correspond to formula IVb in which thevariables are as defined for formula IV:

In a further embodiment of preferred compounds IV, the sum of the carbonatoms in the carbon radicals of E¹ and E² is not more than 12.

Very particularly preferred azolopyrimidin-7-ylamines IV are thoselisted in Table 1:

TABLE 1 No. Compound IV.16-(3,4-dichlorophenyl)-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-ylamine IV.26-(4-tert-butylphenyl)-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-ylamine IV.35-methyl-6-(3,5,5-trimethylhexyl)-[1,2,4]triazolo[1,5-a]pyrimidin-7-ylamine IV.45-methyl-6-octyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-ylamine IV.55-ethyl-6-octyl-[1,2,4]triazolo[1,5-a]pyrimidin-2,7-diamine IV.66-ethyl-5-octyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-ylamine IV.75-ethyl-6-octyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-ylamine IV.85-ethyl-6-(3,5,5-trimethylhexyl)-[1,2,4]triazolo[1,5-a]pyrimidin-7-ylamine IV.9 6-octyl-5-propyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-ylamineIV.10 5-methoxymethyl-6-octyl-[1,2,4]triazolo[1,5-a]pyrimidin-7- ylamineIV.116-octyl-5-trifluoromethyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-ylamineIV.12 5-trifluoromethyl-6-(3,5,5-trimethylhexyl)-[1,2,4]triazolo[1,5-a]pyrimidin-7-ylamine

Preference is furthermore also given to compositions of a component 1)with a component 2) consisting of at least one active compound (II)selected from the group of E) carbamates.

Preference is furthermore also given to compositions of a component 1)with a component 2) consisting of at least one active compound (II)selected from the group of F) other fungicides.

Preference is also given to compositions of a component 1) with acomponent 2) consisting of at least one active compound (II) selectedfrom the group of F) other fungicides selected from the group consistingof metrafenone, dodine free base, guazatine-acetate,iminoctadine-triacetate, iminoctadine-tris(albesilate),kasugamycin-hydrochlorid-hydrat, dichlorophen, pentachlorophenol and itssalts, N-(4-chloro-2-nitro-phenyl)-N-ethyl-4-methyl-benzenesulfon-amide,dicloran, nitrothal-isopropyl, tecnazen, biphenyl, bronopol,diphenylamine, mildiomycin, oxin-copper and prohexadione calcium, inparticular metrafenone, dodine free base, guazatine-acetate,iminoctadine-triacetate, iminoctadine-tris(albesilate),nitrothal-isopropyl, mildiomycin, oxin-copper and prohexadione calcium.Very particularly preferred is metrafenone.

Particular preference is given to compositions of a compound 1) with acomponent 2) consisting of at least one active compound (II) selectedfrom groups C), D) and F), whereas each of C), D) and F) may consist ofall members or the preferred embodiments.

Preference is also given to three-component compositions comprising acomponent 1), wherein component 2) consists of two of the activecompounds (II) mentioned above.

Preference is also given to three-component compositions comprising, inaddition to component 1) and component 2) consisting of one activecompound (II) mentioned above, a further fungicidally active compound Vselected from active compound groups G) to M):

-   -   G) azoles selected from the group consisting of bitertanol,        bromuconazole, cyproconazole, difenoconazole, diniconazole,        enilconazole, epoxiconazole, fluquinconazole, fenbuconazole,        flusilazole, flutriafol, hexaconazole, imibenconazole,        ipconazole, metconazole, myclobutanil, penconazole,        propiconazole, prothioconazole, simeconazole, triadimefon,        triadimenol, tebuconazole, tetraconazole, triticonazole,        prochloraz, pefurazoate, imazalil, triflumizole, cyazofamid,        benomyl, carbendazim, thiabendazole, fuberidazole, ethaboxam,        etridiazole and hymexazole;    -   H) strobilurins selected from the group consisting of        azoxystrobin, dimoxystrobin, enestroburin, fluoxastrobin,        kresoxim-methyl, methominostrobin, orysastrobin, picoxystrobin,        pyraclostrobin, trifloxystrobin, enestroburin, methyl        (2-chloro-5-[1-(3-methylbenzyloxyimino)ethyl]benzyl)carbamate,        methyl        (2-chloro-5-[1-(6-methylpyridin-2-ylmethoxyimino)ethyl]benzyl)carbamate        and methyl        2-(ortho-(2,5-dimethylphenyloxymethylene)phenyl)-3-methoxyacrylate;    -   J) carboxamides selected from the group consisting of carboxin,        boscalid, fenhexamid, flutolanil, furametpyr, mepronil,        metalaxyl, mefenoxam, ofurace, oxadixyl, oxycarboxin,        thifluzamide, tiadinil,        3,4-dichloro-N-(2-cyanophenyl)iso-thiazole-5-carboxamide,        penthiopyrad, dimethomorph, flumorph, flumetover, fluopicolide        (picobenzamid), zoxamide, carpropamid, diclocymet,        mandipropamid, N-(2-(4-[3-(4-chlorophenyl)        prop-2-ynyloxy]-3-ethoxyphenyl)ethyl)-2-methanesulfonylamino-3-methylbutyramide,        N-(2-(4-[3-(4-chlorophenyl)prop-2-ynyloxy]-3-methoxyphenyl)ethyl)-2-ethanesulfonylamino-3-methylbutyramide,        methyl        3-(4-chlorophenyl)-3-(2-isopropoxycarbonylamino-3-methylbutyrylamino)propionate,        N-(4′-bromobiphenyl-2-yl)-4-difluoromethyl-2-methylthiazole-5-carboxamide,        N-(4′-trifluoromethylbiphenyl-2-yl)-4-difluoromethyl-2-methylthiazole-5-carboxamide,        N-(4′-chloro-3′-fluorobiphenyl-2-yl)-4-difluoromethyl-2-methyl-thiazole-5-carboxamide,        N-(3′,4′-dichloro-4-fluorobiphenyl-2-yl)-3-difluoromethyl-1-methylpyrazole-4-carboxamide        and N-(2-cyanophenyl)-3,4-dichloroisothiazole-5-carboxamide;    -   K) heterocyclic compounds selected from the group consisting of        fluazinam, pyrifenox, bupirimate, cyprodinil, fenarimol,        ferimzone, mepanipyrim, nuarimol, pyrimethanil, triforine,        fenpiclonil, fludioxonil, aldimorph, dodemorph, fenpropimorph,        tridemorph, fenpropidin, iprodione, procymidone, vinclozolin,        famoxadone, fenamidone, octhilinone, probenazole,        5-chloro-7-(4-methylpiperidin-1-yl)-6-(2,4,6-trifluorophenyl)-[1,2,4]triazolo[1,5-a]pyrimidine,        anilazine, diclomezine, pyroquilon, proquinazid, tricyclazole,        2-butoxy-6-iodo-3-propylchromen-4-one, acibenzolar-S-methyl,        captafol, captan, dazomet, folpet, fenoxanil, quinoxyfen and        N,N-dimethyl-3-(3-bromo-6-fluoro-2-methylindole-1-sulfonyl)-[1,2,4]triazole-1-sulfonamide;    -   L) carbamates selected from the group consisting of mancozeb,        maneb, metam, metiram, ferbam, propineb, thiram, zineb, ziram,        diethofencarb, iprovalicarb, flubenthiavalicarb, propamocarb,        4-fluorophenyl        N-(1-(1-(4-cyanophenyl)ethanesulfonyl)but-2-yl)carbamate, methyl        3-(4-chlorophenyl)-3-(2-isopropoxycarbonylamino-3-methylbutyrylamino)propanoate        and carbamate oxime ethers of the formula VI

-   -   -   in which Z is N or CH;

    -   M) other fungicides selected from the group consisting of        guanidine, dodine, iminoctadine, guazatine, antibiotics:        kasugamycin, streptomycin, polyoxin, validamycin A, nitrophenyl        derivatives: binapacryl, dinocap, dinobuton, sulfur-containing        heterocyclyl compounds: dithianon, isoprothiolane,        organometallic compounds: fentin salts such as fentin acetate,        organophosphorus compounds: edifenphos, iprobenfos, fosetyl,        fosetyl-aluminum, phosphorous acid and its salts, pyrazophos,        tolclofos-methyl, organochlorine compounds: chlorothalonil,        dichlofluanid, flusulfamide, hexachlorbenzene, phthalide,        pencycuron, quintozene, thiophanate-methyl, tolylfluanid,        inorganic active compounds: Bordeaux mixture, copper acetate,        copper hydroxide, copper oxychloride, basic copper sulfate,        sulfur, others: cyflufenamid, cymoxanil, dimethirimol,        ethirimol, furalaxyl and spiroxamine.

The active compounds V mentioned above, their preparation and theiraction against harmful fungi are generally known (cf., for example,http://www.hdrss.demon.co.uk/index.html); they are commerciallyavailable.

Preference is given to three-component compositions of components 1) and2) with an active compound V selected from the group of the azoles G).

Preference is also given to three-component compositions ofcomponents 1) and 2) with an active compound V selected from the groupof the strobilurins H).

Preference is given to three-component compositions of components 1) and2) with an active compound V selected from the group of the carboxamidesJ).

Preference is furthermore also given to three-component compositions ofcomponents 1) and 2) with an active compound V selected from the groupof the heterocyclic compounds K).

Preference is furthermore also given to three-component compositions ofcomponents 1) and 2) with an active compound V selected from the groupof the carbamates L).

Preference is furthermore also given to three-component compositions ofcomponents 1) and 2) with an active compound selected from the group ofthe other fungicides M).

Preference is furthermore also given to three-component compositions ofcomponents 1) and 2) with an active compound selected from the group ofthe azoles G) selected from the group consisting of cyproconazole,difenoconazole, epoxiconazole, fluquinconazole, flusilazole, flutriafol,metconazole, myclobutanil, penconazole, propiconazole, prothioconazole,triadimefon, triadimenol, tebuconazole, tetraconazole, triticonazole,prochloraz, cyazofamid, benomyl, carbendazim and ethaboxam.

Particular preference is also given to three-component compositions ofcomponents 1) and 2) with an active compound selected from the group ofthe azoles G) selected from the group consisting of cyproconazole,difenoconazole, epoxiconazole, fluquinconazole, flusilazole, flutriafol,metconazole, myclobutanil, propiconazole, prothioconazole, triadimefon,triadimenol, tebuconazole, tetraconazole, triticonazole, prochloraz,cyazofamid, benomyl and carbendazim.

Very particular preference is also given to three-component compositionsof components 1) and 2) with an active compound selected from the groupof the azoles G) selected from the group consisting of epoxiconazole,fluquinconazole, flutriafol, metconazole, tebuconazole, triticonazole,prochloraz and carbendazim.

Preference is also given to three-component compositions ofcomponents 1) and 2) with at least one active compound selected from thegroup of the strobilurins H) selected from the group consisting ofazoxystrobin, dimoxystrobin, fluoxastrobin, kresoxim-methyl,orysastrobin, picoxystrobin, pyraclostrobin and trifloxystrobin.

Particular preference is also given to three-component compositions ofcomponents 1) and 2) with an active compound selected from the group ofthe strobilurins H) selected from the group consisting ofkresoxim-methyl, orysastrobin and pyraclostrobin.

Very particular preference is also given to three-component compositionsof components 1) and 2) with pyraclostrobin.

Preference is also given to three-component compositions ofcomponents 1) and 2) with an active compound selected from the group ofthe carboxamides J) selected from the group consisting of fenhexamid,mefenoxam, ofurace, dimethomorph, flumorph, fluopicolide (picobenzamid),zoxamide, carpropamid and mandipropamid.

Particular preference is also given to three-component compositions ofcomponents 1) and 2) with an active compound selected from the group ofthe carboxamides J) selected from the group consisting of fenhexamid,metalaxyl, mefenoxam, ofurace, dimethomorph, zoxamide and carpropamid.

Preference is also given to three-component compositions ofcomponents 1) and 2) with an active compound selected from the group ofthe heterocyclic compounds J) selected from the group consisting offluazinam, cyprodinil, fenarimol, mepanipyrim, pyrimethanil, triforine,fludioxonil, dodemorph, fenpropimorph, tridemorph, fenpropidin,iprodione, vinclozolin, famoxadone, fenamidone, probenazole,proquinazid, acibenzolar-S-methyl, captafol, folpet, fenoxanil andquinoxyfen, in particular fluazinam, cyprodinil, fenarimol, mepanipyrim,pyrimethanil, triforine, fludioxonil, dodemorph, fenpropimorph,tridemorph, fenpropidin, iprodione, vinclozolin, famoxadone, fenamidone,probenazole, proquinazid, acibenzolar-S-methyl, captafol, folpet,fenoxanil and quinoxyfen.

Particular preference is also given to three-component compositions ofcomponents 1) and 2) with an active compound selected from the group ofthe heterocyclic compounds K) selected from the group consisting ofpyrimethanil, dodemorph, fenpropimorph, tridemorph, iprodione,vinclozolin and quinoxyfen, in particular pyrimethanil, dodemorph,fenpropimorph, tridemorph, iprodione, vinclozolin and quinoxyfen.

Preference is also given to three-component compositions ofcomponents 1) and 2) with at least one active compound selected from thegroup of the carbamates L) selected from the group consisting ofmancozeb, metiram, propineb, thiram, iprovalicarb, flubenthiavalicarband propamocarb.

Particular preference is also given to three-component compositions ofcomponents 1) and 2) with an active compound selected from the group ofthe carbamates L) selected from the group consisting of mancozeb andmetiram.

Preference is also given to three-component compositions ofcomponents 1) and 2) with an active compound selected from the group ofthe other fungicides M) selected from the group consisting of dithianon,fentin salts, such as fentin acetate, fosetyl, fosetyl-aluminum,phosphorous acid and its salts, chlorothalonil, dichlofluanid,thiophanate-methyl, copper acetate, copper hydroxide, copperoxychloride, basic copper sulfate, sulfur, cymoxanil and spiroxamine.

Particular preference is also given to three-component compositions ofcomponents 1) and 2) with an active compound selected from the group ofthe other fungicides M) selected from the group consisting ofphosphorous acid and its salts and chlorothalonil.

Preference is also given to four-component compositions of components 1)and 2) with two further active compounds selected from compounds II andV mentioned above.

Preferred active compound combinations are listed in tables 2 to 7below:

TABLE 2 Active compound combinations of a component 1) and a component2), conprising a compound II selected from group A): MixtureComponent 1) Component 2) No. A.1 RHAPSODY ® azaconazole No. A.2SERENADE ® MAX azaconazole No. A.3 SERENADE ® ASO azaconazole No. A.4SONATA ® azaconazole No. A.5 BALLAD ® Plus azaconazole No. A.6RHAPSODY ® diniconazole-M No. A.7 SERENADE ® MAX diniconazole-M No. A.8SERENADE ® ASO diniconazole-M No. A.9 SONATA ® diniconazole-M No. A.10BALLAD ® Plus diniconazole-M No. A.11 RHAPSODY ® oxpoconazol No. A.12SERENADE ® MAX oxpoconazol No. A.13 SERENADE ® ASO oxpoconazol No. A.14SONATA ® oxpoconazol No. A.15 BALLAD ® Plus oxpoconazol No. A.16RHAPSODY ® paclobutrazol No. A.17 SERENADE ® MAX paclobutrazol No. A.18SERENADE ® ASO paclobutrazol No. A.19 SONATA ® paclobutrazol No. A.20BALLAD ® Plus paclobutrazol No. A.21 RHAPSODY ® uniconazol No. A.22SERENADE ® MAX uniconazol No. A.23 SERENADE ® ASO uniconazol No. A.24SONATA ® uniconazol No. A.25 BALLAD ® Plus uniconazol No. A.26RHAPSODY ® 1-(4-chloro-phenyl)-2- ([1,2,4]triazol-1-yl)-cycloheptanolNo. A.27 SERENADE ® MAX 1-(4-chloro-phenyl)-2-([1,2,4]triazol-1-yl)-cycloheptanol No. A.28 SERENADE ® ASO1-(4-chloro-phenyl)-2- ([1,2,4]triazol-1-yl)-cycloheptanol No. A.29SONATA ® 1-(4-chloro-phenyl)-2- ([1,2,4]triazol-1-yl)-cycloheptanol No.A.30 BALLAD ® Plus 1-(4-chloro-phenyl)-2-([1,2,4]triazol-1-yl)-cycloheptanol No. A.31 RHAPSODY ®imazalil-sulfphate No. A.32 SERENADE ® MAX imazalil-sulfphate No. A.33SERENADE ® ASO imazalil-sulfphate No. A.34 SONATA ® imazalil-sulfphateNo. A.35 BALLAD ® Plus imazalil-sulfphate

TABLE 3 Active compound combinations of a component 1) and a component2), conprising a compound II selected from group B): MixtureComponent 1) Component 2) No. B.1 RHAPSODY ®2-(2-(6-(3-chloro-2-methyl-phenoxy)-5-fluoro-pyrimidin-4-yloxy)-phenyl)-2-methoxyimino-N-methyl-acetamide No. B.2 SERENADE ® MAX2-(2-(6-(3-chloro-2-methyl-phenoxy)-5-fluoro-pyrimidin-4-yloxy)-phenyl)-2-methoxyimino-N-methyl-acetamide No. B.2 SERENADE ® ASO2-(2-(6-(3-chloro-2-methyl-phenoxy)-5-fluoro-pyrimidin-4-yloxy)-phenyl)-2-methoxyimino-N-methyl-acetamide No. B.1 SONATA ®2-(2-(6-(3-chloro-2-methyl-phenoxy)-5-fluoro-pyrimidin-4-yloxy)-phenyl)-2-methoxyimino-N-methyl-acetamide No. B.2 BALLAD ® Plus2-(2-(6-(3-chloro-2-methyl-phenoxy)-5-fluoro-pyrimidin-4-yloxy)-phenyl)-2-methoxyimino-N-methyl-acetamide No. B.3 RHAPSODY ®3-methoxy-2-(2-(N-(4-methoxy-phenyl)-cyclopropanecarboximidoylsulfanylmethyl)-phenyl)-acrylic acid methyl ester No. B.4 SERENADE ® MAX3-methoxy-2-(2-(N-(4-methoxy-phenyl)-cyclopropanecarboximidoylsulfanylmethyl)-phenyl)-acrylic acid methyl ester No. B.3 SERENADE ® ASO3-methoxy-2-(2-(N-(4-methoxy-phenyl)-cyclopropanecarboximidoylsulfanylmethyl)-phenyl)-acrylic acid methyl ester No. B.3 SONATA ®3-methoxy-2-(2-(N-(4-methoxy-phenyl)-cyclopropanecarboximidoylsulfanylmethyl)-phenyl)-acrylic acid methyl ester No. B.4 BALLAD ® Plus3-methoxy-2-(2-(N-(4-methoxy-phenyl)-cyclopropanecarboximidoylsulfanylmethyl)-phenyl)-acrylic acid methyl ester

TABLE 4 Active compound combinations of a component 1) and a component2), conprising a compound II selected from group C): MixtureComponent 1) Component 2) No. C.1 RHAPSODY ® benalaxyl-M No. C.2SERENADE ® MAX benalaxyl-M No. C.3 SERENADE ® ASO benalaxyl-M No. C.4SONATA ® benalaxyl-M No. C.5 BALLAD ® Plus benalaxyl-M No. C.6RHAPSODY ® 2-amino-4-methyl-thiazole-5-carboxanilide No. C.7 SERENADE ®MAX 2-amino-4-methyl-thiazole-5-carboxanilide No. C.8 SERENADE ® ASO2-amino-4-methyl-thiazole-5-carboxanilide No. C.9 SONATA ®2-amino-4-methyl-thiazole-5-carboxanilide No. C.10 BALLAD ® Plus2-amino-4-methyl-thiazole-5-carboxanilide No. C.11 RHAPSODY ®2-chloro-N-(1,1,3-trimethyl-indan-4-yl)-nicotinamide No. C.12 SERENADE ®MAX 2-chloro-N-(1,1,3-trimethyl-indan-4-yl)-nicotinamide No. C.13SERENADE ® ASO 2-chloro-N-(1,1,3-trimethyl-indan-4-yl)-nicotinamide No.C.14 SONATA ® 2-chloro-N-(1,1,3-trimethyl-indan-4-yl)-nicotinamide No.C.15 BALLAD ® Plus 2-chloro-N-(1,1,3-trimethyl-indan-4-yl)-nicotinamideNo. C.16 RHAPSODY ® N-(2-(1,3-dimethylbutyl)-phenyl)-1,3-dimethyl-5-fluoro-1H-pyrazole-4-carboxamide No. C.17 SERENADE ® MAXN-(2-(1,3-dimethylbutyl)-phenyl)-1,3-dimethyl-5-fluoro-1H-pyrazole-4-carboxamide No. C.18 SERENADE ® ASON-(2-(1,3-dimethylbutyl)-phenyl)-1,3-dimethyl-5-fluoro-1H-pyrazole-4-carboxamide No. C.19 SONATA ®N-(2-(1,3-dimethylbutyl)-phenyl)-1,3-dimethyl-5-fluoro-1H-pyrazole-4-carboxamide No. C.20 BALLAD ® PlusN-(2-(1,3-dimethylbutyl)-phenyl)-1,3-dimethyl-5-fluoro-1H-pyrazole-4-carboxamide No. C.21 RHAPSODY ®N-(4′-chloro-3′,5-difluoro-biphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide No. C.22 SERENADE ®MAX N-(4′-chloro-3′,5-difluoro-biphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide No. C.23 SERENADE ®ASO N-(4′-chloro-3′,5-difluoro-biphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide No. C.24 SONATA ®N-(4′-chloro-3′,5-difluoro-biphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide No. C.25 BALLAD ® PlusN-(4′-chloro-3′,5-difluoro-biphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide No. C.26 RHAPSODY ®N-(4′-chloro-3′,5-difluoro-biphenyl-2-yl)-3-trifluoromethyl-1-methyl-1H-pyrazole-4-carboxamide No. C.27 SERENADE ®MAX N-(4′-chloro-3′,5-difluoro-biphenyl-2-yl)-3-trifluoromethyl-1-methyl-1H-pyrazole-4-carboxamide No. C.28 SERENADE ®ASO N-(4′-chloro-3′,5-difluoro-biphenyl-2-yl)-3-trifluoromethyl-1-methyl-1H-pyrazole-4-carboxamide No. C.29 SONATA ®N-(4′-chloro-3′,5-difluoro-biphenyl-2-yl)-3-trifluoromethyl-1-methyl-1H-pyrazole-4-carboxamide No. C.30 BALLAD ®Plus N-(4′-chloro-3′,5-difluoro-biphenyl-2-yl)-3-trifluoromethyl-1-methyl-1H-pyrazole-4-carboxamide No. C.31 RHAPSODY ®N-(3′,4′-dichloro-5-fluoro-biphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide No. C.32 SERENADE ®MAX N-(3′,4′-dichloro-5-fluoro-biphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide No. C.33 SERENADE ®ASO N-(3′,4′-dichloro-5-fluoro-biphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide No. C.34 SONATA ®N-(3′,4′-dichloro-5-fluoro-biphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide No. C.35 BALLAD ® PlusN-(3′,4′-dichloro-5-fluoro-biphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide No. C.36 RHAPSODY ®N-(3′,5-difluoro-4′-methyl-biphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide No. C.37 SERENADE ®MAX N-(3′,5-difluoro-4′-methyl-biphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide No. C.38 SERENADE ®ASO N-(3′,5-difluoro-4′-methyl-biphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide No. C.39 SONATA ®N-(3′,5-difluoro-4′-methyl-biphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide No. C.40 BALLAD ® PlusN-(3′,5-difluoro-4′-methyl-biphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide No. C.41 RHAPSODY ®N-(3′,5-difluoro-4′-methyl-biphenyl-2-yl)-3-trifluoromethyl-1-methyl-1H-pyrazole-4-carboxamide No. C.42 SERENADE ®MAX N-(3′,5-difluoro-4′-methyl-biphenyl-2-yl)-3-trifluoromethyl-1-methyl-1H-pyrazole-4-carboxamide No. C.43 SERENADE ®ASO N-(3′,5-difluoro-4′-methyl-biphenyl-2-yl)-3-trifluoromethyl-1-methyl-1H-pyrazole-4-carboxamide No. C.44 SONATA ®N-(3′,5-difluoro-4′-methyl-biphenyl-2-yl)-3-trifluoromethyl-1-methyl-1H-pyrazole-4-carboxamide No. C.45 BALLAD ®Plus N-(3′,5-difluoro-4′-methyl-biphenyl-2-yl)-3-trifluoromethyl-1-methyl-1H-pyrazole-4-carboxamide No. C.46 RHAPSODY ®N-(cis-2-bicyclopropyl-2-yl-phenyl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide No. C.47 SERENADE ® MAXN-(cis-2-bicyclopropyl-2-yl-phenyl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide No. C.48 SERENADE ® ASON-(cis-2-bicyclopropyl-2-yl-phenyl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide No. C.49 SONATA ®N-(cis-2-bicyclopropyl-2-yl-phenyl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide No. C.50 BALLAD ® PlusN-(cis-2-bicyclopropyl-2-yl-phenyl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide No. C.51 RHAPSODY ®N-(trans-2-bicyclopropyl-2-yl-phenyl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide No. C.52 SERENADE ®MAX N-(trans-2-bicyclopropyl-2-yl-phenyl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide No. C.53 SERENADE ®ASO N-(trans-2-bicyclopropyl-2-yl-phenyl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide No. C.54 SONATA ®N-(trans-2-bicyclopropyl-2-yl-phenyl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide No. C.55 BALLAD ® PlusN-(trans-2-bicyclopropyl-2-yl-phenyl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide No. C.56 RHAPSODY ®fluopyram No. C.57 SERENADE ® MAX fluopyram No. C.58 SERENADE ® ASOfluopyram No. C.59 SONATA ® fluopyram No. C.60 BALLAD ® Plus fluopyramNo. C.61 RHAPSODY ®N-(3-ethyl-3,5-5-trimethyl-cyclohexyl)-3-formylamino-2-hydroxy-benzamide No. C.62 SERENADE ® MAXN-(3-ethyl-3,5-5-trimethyl-cyclohexyl)-3-formylamino-2-hydroxy-benzamide No. C.63 SERENADE ® ASON-(3-ethyl-3,5-5-trimethyl-cyclohexyl)-3-formylamino-2-hydroxy-benzamide No. C.64 SONATA ®N-(3-ethyl-3,5-5-trimethyl-cyclohexyl)-3-formylamino-2-hydroxy-benzamide No. C.65 BALLAD ® PlusN-(3-ethyl-3,5-5-trimethyl-cyclohexyl)-3-formylamino-2-hydroxy-benzamide No. C.66 RHAPSODY ® oxytetracyclin No. C.67SERENADE ® MAX oxytetracyclin No. C.68 SERENADE ® ASO oxytetracyclin No.C.69 SONATA ® oxytetracyclin No. C.70 BALLAD ® Plus oxytetracyclin No.C.71 RHAPSODY ® silthiofam No. C.72 SERENADE ® MAX silthiofam No. C.73SERENADE ® ASO silthiofam No. C.74 SONATA ® silthiofam No. C.75 BALLAD ®Plus silthiofam No. C.76 RHAPSODY ® N-(6-methoxy-pyridin-3-yl)cyclopropanecarboxamide No. C.77 SERENADE ® MAXN-(6-methoxy-pyridin-3-yl) cyclopropanecarboxamide No. C.78 SERENADE ®ASO N-(6-methoxy-pyridin-3-yl) cyclopropanecarboxamide No. C.79 SONATA ®N-(6-methoxy-pyridin-3-yl) cyclopropanecarboxamide No. C.80 BALLAD ®Plus N-(6-methoxy-pyridin-3-yl) cyclopropanecarboxamide No. C.81RHAPSODY ® N-(2′-fluoro-4′-chloro-5′-methylbiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide No. C.82 SERENADE ®MAX N-(2′-fluoro-4′-chloro-5′-methylbiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide No. C.83 SERENADE ®ASO N-(2′-fluoro-4′-chloro-5′-methylbiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide No. C.84 SONATA ®N-(2′-fluoro-4′-chloro-5′-methylbiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide No. C.85 BALLAD ®Plus N-(2′-fluoro-4′-chloro-5′-methylbiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide No. C.86 RHAPSODY ®N-(3′,4′,5′-trifluorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide No. C.87 SERENADE ® MAXN-(3′,4′,5′-trifluorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide No. C.88 SERENADE ® ASON-(3′,4′,5′-trifluorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide No. C.89 SONATA ®N-(3′,4′,5′-trifluorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide No. C.90 BALLAD ® PlusN-(3′,4′,5′-trifluorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide No. C.91 RHAPSODY ®N-(3′,4′,5′-trifluorobiphenyl-2-yl)-1-methyl-3-difluoromethyl-1H-pyrazole-4-carboxamide No. C.92 SERENADE ® MAXN-(3′,4′,5′-trifluorobiphenyl-2-yl)-1-methyl-3-difluoromethyl-1H-pyrazole-4-carboxamide No. C.93 SERENADE ® ASON-(3′,4′,5′-trifluorobiphenyl-2-yl)-1-methyl-3-difluoromethyl-1H-pyrazole-4-carboxamide No. C.94 SONATA ®N-(3′,4′,5′-trifluorobiphenyl-2-yl)-1-methyl-3-difluoromethyl-1H-pyrazole-4-carboxamide No. C.95 BALLAD ® PlusN-(3′,4′,5′-trifluorobiphenyl-2-yl)-1-methyl-3-difluoromethyl-1H-pyrazole-4-carboxamide No. C.96 RHAPSODY ®N-(2′,4′,5′-trifluorobiphenyl-2-yl)-1-methyl-3-difluoromethyl-1H-pyrazole-4-carboxamide No. C.97 SERENADE ® MAXN-(2′,4′,5′-trifluorobiphenyl-2-yl)-1-methyl-3-difluoromethyl-1H-pyrazole-4-carboxamide No. C.98 SERENADE ® ASON-(2′,4′,5′-trifluorobiphenyl-2-yl)-1-methyl-3-difluoromethyl-1H-pyrazole-4-carboxamide No. C.99 SONATA ®N-(2′,4′,5′-trifluorobiphenyl-2-yl)-1-methyl-3-difluoromethyl-1H-pyrazole-4-carboxamide No. C.100 BALLAD ® PlusN-(2′,4′,5′-trifluorobiphenyl-2-yl)-1-methyl-3-difluoromethyl-1H-pyrazole-4-carboxamide No. C.101 RHAPSODY ®N-(3′,4′,5′-trifluorobiphenyl-2-yl)-3-chlorofluoromethyl-1-methyl-1H-pyrazole-4-carboxamide No. C.102 SERENADE ® MAXN-(3′,4′,5′-trifluorobiphenyl-2-yl)-3-chlorofluoromethyl-1-methyl-1H-pyrazole-4-carboxamide No. C.103 SERENADE ® ASON-(3′,4′,5′-trifluorobiphenyl-2-yl)-3-chlorofluoromethyl-1-methyl-1H-pyrazole-4-carboxamide No. C.104 SONATA ®N-(3′,4′,5′-trifluorobiphenyl-2-yl)-3-chlorofluoromethyl-1-methyl-1H-pyrazole-4-carboxamide No. C.105 BALLAD ® PlusN-(3′,4′,5′-trifluorobiphenyl-2-yl)-3-chlorofluoromethyl-1-methyl-1H-pyrazole-4-carboxamide No. C.106 RHAPSODY ®N-(4′-trifluoromethylthio-biphenyl-2-yl)-3-difluoro-methyl-1-methyl-1H-pyrazole-4-carboxamide No. C.107 SERENADE ® MAXN-(4′-trifluoromethylthio-biphenyl-2-yl)-3-difluoro-methyl-1-methyl-1H-pyrazole-4-carboxamide No. C.108 SERENADE ® ASON-(4′-trifluoromethylthio-biphenyl-2-yl)-3-difluoro-methyl-1-methyl-1H-pyrazole-4-carboxamide No. C.109 SONATA ®N-(4′-trifluoromethylthio-biphenyl-2-yl)-3-difluoro-methyl-1-methyl-1H-pyrazole-4-carboxamide No. C.110 BALLAD ® PlusN-(4′-trifluoromethylthio-biphenyl-2-yl)-3-difluoro-methyl-1-methyl-1H-pyrazole-4-carboxamide No. C.111 RHAPSODY ®N-(4′-trifluoromethylthio-biphenyl-2-yl)-1-methyl-3-trfluoromethyl-1H-pyrazole-4-carboxamide No. C.112 SERENADE ® MAXN-(4′-trifluoromethylthio-biphenyl-2-yl)-1-methyl-3-trfluoromethyl-1H-pyrazole-4-carboxamide No. C.113 SERENADE ® ASON-(4′-trifluoromethylthio-biphenyl-2-yl)-1-methyl-3-trfluoromethyl-1H-pyrazole-4-carboxamide No. C.114 SONATA ®N-(4′-trifluoromethylthio-biphenyl-2-yl)-1-methyl-3-trfluoromethyl-1H-pyrazole-4-carboxamide No. C.115 BALLAD ® PlusN-(4′-trifluoromethylthio-biphenyl-2-yl)-1-methyl-3-trfluoromethyl-1H-pyrazole-4-carboxamide No. C.116 RHAPSODY ®isopyrazam No. C.117 SERENADE ® MAX isopyrazam No. C.118 SERENADE ® ASOisopyrazam No. C.119 SONATA ® isopyrazam No. C.120 BALLAD ® Plusisopyrazam

TABLE 5 Active compound combinations of a component 1) and a component2), conprising a compound II selected from group D): MixtureComponent 1) Component 2) No. D.1 RHAPSODY ®2,3,5,6-tetrachloro-4-methanesulfonyl-pyridine No. D.2 SERENADE ® MAX2,3,5,6-tetrachloro-4-methanesulfonyl-pyridine No. D.3 SERENADE ® ASO2,3,5,6-tetrachloro-4-methanesulfonyl-pyridine No. D.4 SONATA ®2,3,5,6-tetrachloro-4-methanesulfonyl-pyridine No. D.5 BALLAD ® Plus2,3,5,6-tetrachloro-4-methanesulfonyl-pyridine No. D.6 RHAPSODY ®3,4,5-trichloro-pyridine-2,6-di-carbonitrile No. D.7 SERENADE ® MAX3,4,5-trichloro-pyridine-2,6-di-carbonitrile No. D.8 SERENADE ® ASO3,4,5-trichloro-pyridine-2,6-di-carbonitrile No. D.9 SONATA ®3,4,5-trichloro-pyridine-2,6-di-carbonitrile No. D.10 BALLAD ® Plus3,4,5-trichloro-pyridine-2,6-di-carbonitrile No. D.11 RHAPSODY ®N-(1-(5-bromo-3-chloro-pyridin-2-yl)-ethyl)-2,4- dichloro-nicotinamideNo. D.12 SERENADE ® MAX N-(1-(5-bromo-3-chloro-pyridin-2-yl)-ethyl)-2,4-dichloro-nicotinamide No. D.13 SERENADE ® ASON-(1-(5-bromo-3-chloro-pyridin-2-yl)-ethyl)-2,4- dichloro-nicotinamideNo. D.14 SONATA ® N-(1-(5-bromo-3-chloro-pyridin-2-yl)-ethyl)-2,4-dichloro-nicotinamide No. D.15 BALLAD ® PlusN-(1-(5-bromo-3-chloro-pyridin-2-yl)-ethyl)-2,4- dichloro-nicotinamideNo. D.16 RHAPSODY ® N-((5-bromo-3-chloro-pyridin-2-yl)-methyl)-2,4-dichloro-nicotinamide No. D.17 SERENADE ® MAXN-((5-bromo-3-chloro-pyridin-2-yl)-methyl)-2,4- dichloro-nicotinamideNo. D.18 SERENADE ® ASO N-((5-bromo-3-chloro-pyridin-2-yl)-methyl)-2,4-dichloro-nicotinamide No. D.19 SONATA ®N-((5-bromo-3-chloro-pyridin-2-yl)-methyl)-2,4- dichloro-nicotinamideNo. D.20 BALLAD ® Plus N-((5-bromo-3-chloro-pyridin-2-yl)-methyl)-2,4-dichloro-nicotinamide No. D.21 RHAPSODY ® diflumetorim No. D.22SERENADE ® MAX diflumetorim No. D.23 SERENADE ® ASO diflumetorim No.D.24 SONATA ® diflumetorim No. D.25 BALLAD ® Plus diflumetorim No. D.26RHAPSODY ® nitrapyrin No. D.27 SERENADE ® MAX nitrapyrin No. D.28SERENADE ® ASO nitrapyrin No. D.29 SONATA ® nitrapyrin No. D.30 BALLAD ®Plus nitrapyrin No. D.31 RHAPSODY ® dodemorph-acetate No. D.32SERENADE ® MAX dodemorph-acetate No. D.33 SERENADE ® ASOdodemorph-acetate No. D.34 SONATA ® dodemorph-acetate No. D.35 BALLAD ®Plus dodemorph-acetate No. D.36 RHAPSODY ® fluoroimid No. D.37SERENADE ® MAX fluoroimid No. D.38 SERENADE ® ASO fluoroimid No. D.39SONATA ® fluoroimid No. D.40 BALLAD ® Plus fluoroimid No. D.41RHAPSODY ® blasticidin-S No. D.42 SERENADE ® MAX blasticidin-S No. D.43SERENADE ® ASO blasticidin-S No. D.44 SONATA ® blasticidin-S No. D.45BALLAD ® Plus blasticidin-S No. D.46 RHAPSODY ® chinomethionat No. D.47SERENADE ® MAX chinomethionat No. D.48 SERENADE ® ASO chinomethionat No.D.49 SONATA ® chinomethionat No. D.50 BALLAD ® Plus chinomethionat No.D.51 RHAPSODY ® debacarb No. D.52 SERENADE ® MAX debacarb No. D.53SERENADE ® ASO debacarb No. D.54 SONATA ® debacarb No. D.55 BALLAD ®Plus debacarb No. D.56 RHAPSODY ® difenzoquat No. D.57 SERENADE ® MAXdifenzoquat No. D.58 SERENADE ® ASO difenzoquat No. D.59 SONATA ®difenzoquat No. D.60 BALLAD ® Plus difenzoquat No. D.61 RHAPSODY ®difenzoquat-methylsulphat No. D.62 SERENADE ® MAXdifenzoquat-methylsulphat No. D.63 SERENADE ® ASOdifenzoquat-methylsulphat No. D.64 SONATA ® difenzoquat-methylsulphatNo. D.65 BALLAD ® Plus difenzoquat-methylsulphat No. D.66 RHAPSODY ®oxolinic acid No. D.67 SERENADE ® MAX oxolinic acid No. D.68 SERENADE ®ASO oxolinic acid No. D.69 SONATA ® oxolinic acid No. D.70 BALLAD ® Plusoxolinic acid No. D.71 RHAPSODY ® piperalin No. D.72 SERENADE ® MAXpiperalin No. D.73 SERENADE ® ASO piperalin No. D.74 SONATA ® piperalinNo. D.75 BALLAD ® Plus piperalin No. D.76 RHAPSODY ®5-chloro-7-(4-methylpiperidin-1-yl)-6-(2,4,6-trifluoro-phenyl)-[1,2,4]triazolo[1,5-a]pyrimidine No. D.77 SERENADE ® MAX5-chloro-7-(4-methylpiperidin-1-yl)-6-(2,4,6-trifluoro-phenyl)-[1,2,4]triazolo[1,5-a]pyrimidine No. D.78 SERENADE ® ASO5-chloro-7-(4-methylpiperidin-1-yl)-6-(2,4,6-trifluoro-phenyl)-[1,2,4]triazolo[1,5-a]pyrimidine No. D.79 SONATA ®5-chloro-7-(4-methylpiperidin-1-yl)-6-(2,4,6-trifluoro-phenyl)-[1,2,4]triazolo[1,5-a]pyrimidine No. D.80 BALLAD ® Plus5-chloro-7-(4-methylpiperidin-1-yl)-6-(2,4,6-trifluoro-phenyl)-[1,2,4]triazolo[1,5-a]pyrimidine No. D.81 RHAPSODY ®6-(3,4-dichlorophenyl)-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-ylamine No. D.82 SERENADE ® MAX6-(3,4-dichlorophenyl)-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-ylamine No. D.83 SERENADE ® ASO6-(3,4-dichlorophenyl)-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-ylamine No. D.84 SONATA ®6-(3,4-dichlorophenyl)-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-ylamine No. D.85 BALLAD ® Plus6-(3,4-dichlorophenyl)-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-ylamine No. D.86 RHAPSODY ®6-(4-tert-butylphenyl)-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-ylamine No. D.87 SERENADE ® MAX6-(4-tert-butylphenyl)-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-ylamine No. D.88 SERENADE ® ASO6-(4-tert-butylphenyl)-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-ylamine No. D.89 SONATA ®6-(4-tert-butylphenyl)-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-ylamine No. D.90 BALLAD ® Plus6-(4-tert-butylphenyl)-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-ylamine No. D.91 RHAPSODY ®5-methyl-6-(3,5,5-trimethylhexyl)-[1,2,4]triazolo[1,5-a]pyrimidin-7-ylamine No. D.92 SERENADE ® MAX5-methyl-6-(3,5,5-trimethylhexyl)-[1,2,4]triazolo[1,5-a]pyrimidin-7-ylamine No. D.93 SERENADE ® ASO5-methyl-6-(3,5,5-trimethylhexyl)-[1,2,4]triazolo[1,5-a]pyrimidin-7-ylamine No. D.94 SONATA ®5-methyl-6-(3,5,5-trimethylhexyl)-[1,2,4]triazolo[1,5-a]pyrimidin-7-ylamine No. D.95 BALLAD ® Plus5-methyl-6-(3,5,5-trimethylhexyl)-[1,2,4]triazolo[1,5-a]pyrimidin-7-ylamine No. D.96 RHAPSODY ®5-methyl-6-octyl-[1,2,4]triazolo[1,5-a]pyrimidin-7- ylamine No. D.97SERENADE ® MAX 5-methyl-6-octyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-ylamine No. D.98 SERENADE ® ASO5-methyl-6-octyl-[1,2,4]triazolo[1,5-a]pyrimidin-7- ylamine No. D.99SONATA ® 5-methyl-6-octyl-[1,2,4]triazolo[1,5-a]pyrimidin-7- ylamine No.D.100 BALLAD ® Plus 5-methyl-6-octyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-ylamine No. D.101 RHAPSODY ®5-ethyl-6-octyl-[1,2,4]triazolo[1,5-a]pyrimidin-2,7- diamine No. D.102SERENADE ® MAX 5-ethyl-6-octyl-[1,2,4]triazolo[1,5-a]pyrimidin-2,7-diamine No. D.103 SERENADE ® ASO5-ethyl-6-octyl-[1,2,4]triazolo[1,5-a]pyrimidin-2,7- diamine No. D.104SONATA ® 5-ethyl-6-octyl-[1,2,4]triazolo[1,5-a]pyrimidin-2,7- diamineNo. D.105 BALLAD ® Plus5-ethyl-6-octyl-[1,2,4]triazolo[1,5-a]pyrimidin-2,7- diamine No. D.106RHAPSODY ® 6-ethyl-5-octyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-yl- amineNo. D.107 SERENADE ® MAX6-ethyl-5-octyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-yl- amine No. D.108SERENADE ® ASO 6-ethyl-5-octyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-yl-amine No. D.109 SONATA ®6-ethyl-5-octyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-yl- amine No. D.110BALLAD ® Plus 6-ethyl-5-octyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-yl-amine No. D.111 RHAPSODY ®5-ethyl-6-octyl-[1,2,4]triazolo[1,5-a]pyrimidin-7- ylamine No. D.112SERENADE ® MAX 5-ethyl-6-octyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-ylamine No. D.113 SERENADE ® ASO5-ethyl-6-octyl-[1,2,4]triazolo[1,5-a]pyrimidin-7- ylamine No. D.114SONATA ® 5-ethyl-6-octyl-[1,2,4]triazolo[1,5-a]pyrimidin-7- ylamine No.D.115 BALLAD ® Plus 5-ethyl-6-octyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-ylamine No. D.116 RHAPSODY ®5-ethyl-6-(3,5,5-trimethylhexyl)-[1,2,4]triazolo[1,5-a]pyrimidin-7-ylamine No. D.117 SERENADE ® MAX5-ethyl-6-(3,5,5-trimethylhexyl)-[1,2,4]triazolo[1,5-a]pyrimidin-7-ylamine No. D.118 SERENADE ® ASO5-ethyl-6-(3,5,5-trimethylhexyl)-[1,2,4]triazolo[1,5-a]pyrimidin-7-ylamine No. D.119 SONATA ®5-ethyl-6-(3,5,5-trimethylhexyl)-[1,2,4]triazolo[1,5-a]pyrimidin-7-ylamine No. D.120 BALLAD ® Plus5-ethyl-6-(3,5,5-trimethylhexyl)-[1,2,4]triazolo[1,5-a]pyrimidin-7-ylamine No. D.121 RHAPSODY ®6-octyl-5-propyl-[1,2,4]triazolo[1,5-a]pyrimidin-7- ylamine No. D.122SERENADE ® MAX 6-octyl-5-propyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-ylamine No. D.123 SERENADE ® ASO6-octyl-5-propyl-[1,2,4]triazolo[1,5-a]pyrimidin-7- ylamine No. D.124SONATA ® 6-octyl-5-propyl-[1,2,4]triazolo[1,5-a]pyrimidin-7- ylamine No.D.125 BALLAD ® Plus 6-octyl-5-propyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-ylamine No. D.126 RHAPSODY ®5-methoxymethyl-6-octyl-[1,2,4]triazolo[1,5- a]pyrimidin-7-ylamine No.D.127 SERENADE ® MAX 5-methoxymethyl-6-octyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-ylamine No. D.128 SERENADE ® ASO5-methoxymethyl-6-octyl-[1,2,4]triazolo[1,5- a]pyrimidin-7-ylamine No.D.129 SONATA ® 5-methoxymethyl-6-octyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-ylamine No. D.130 BALLAD ® Plus5-methoxymethyl-6-octyl-[1,2,4]triazolo[1,5- a]pyrimidin-7-ylamine No.D.131 RHAPSODY ® 6-octyl-5-trifluoromethyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-ylamine No. D.132 SERENADE ® MAX6-octyl-5-trifluoromethyl-[1,2,4]triazolo[1,5- a]pyrimidin-7-ylamine No.D.133 SERENADE ® ASO 6-octyl-5-trifluoromethyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-ylamine No. D.134 SONATA ®6-octyl-5-trifluoromethyl-[1,2,4]triazolo[1,5- a]pyrimidin-7-ylamine No.D.135 BALLAD ® Plus 6-octyl-5-trifluoromethyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-ylamine No. D.136 RHAPSODY ®5-trifluoromethyl-6-(3,5,5-trimethylhexyl)-[1,2,4]triazolo[1,5-a]pyrimidin-7-ylamine No. D.137 SERENADE ® MAX5-trifluoromethyl-6-(3,5,5-trimethylhexyl)-[1,2,4]triazolo[1,5-a]pyrimidin-7-ylamine No. D.138 SERENADE ® ASO5-trifluoromethyl-6-(3,5,5-trimethylhexyl)-[1,2,4]triazolo[1,5-a]pyrimidin-7-ylamine No. D.139 SONATA ®5-trifluoromethyl-6-(3,5,5-trimethylhexyl)-[1,2,4]triazolo[1,5-a]pyrimidin-7-ylamine No. D.140 BALLAD ® Plus5-trifluoromethyl-6-(3,5,5-trimethylhexyl)-[1,2,4]triazolo[1,5-a]pyrimidin-7-ylamine

TABLE 6 Active compound combinations of a component 1) and a component2), conprising a compound II selected from group E): MixtureComponent 1) Component 2) No. E.1 RHAPSODY ® methasulphocarb No. E.2SERENADE ® MAX methasulphocarb No. E.3 SERENADE ® ASO methasulphocarbNo. E.4 SONATA ® methasulphocarb No. E.5 BALLAD ® Plus methasulphocarbNo. E.6 RHAPSODY ® propamocarb hydrochloride No. E.7 SERENADE ® MAXpropamocarb hydrochloride No. E.8 SERENADE ® ASO propamocarbhydrochloride No. E.9 SONATA ® propamocarb hydrochloride No. BALLAD ®Plus propamocarb hydrochloride E.10

TABLE 7 Active compound combinations of a component 1) and a component2), conprising a compound II selected from group F): MixtureComponent 1) Component 2) No. F.1 RHAPSODY ® metrafenone No. F.2SERENADE ® MAX metrafenone No. F.3 SERENADE ® ASO metrafenone No. F.4SONATA ® metrafenone No. F.5 BALLAD ® Plus metrafenone No. F.6RHAPSODY ® dodine free base No. F.7 SERENADE ® MAX dodine free base No.F.8 SERENADE ® ASO dodine free base No. F.9 SONATA ® dodine free baseNo. F.10 BALLAD ® Plus dodine free base No. F.11 RHAPSODY ®guazatine-acetate No. F.12 SERENADE ® MAX guazatine-acetate No. F.13SERENADE ® ASO guazatine-acetate No. F.14 SONATA ® guazatine-acetate No.F.15 BALLAD ® Plus guazatine-acetate No. F.16 RHAPSODY ®iminoctadine-triacetate No. F.17 SERENADE ® MAX iminoctadine-triacetateNo. F.18 SERENADE ® ASO iminoctadine-triacetate No. F.19 SONATA ®iminoctadine-triacetate No. F.20 BALLAD ® Plus iminoctadine-triacetateNo. F.21 RHAPSODY ® iminoctadine-tris(albesilate) No. F.22 SERENADE ®MAX iminoctadine-tris(albesilate) No. F.23 SERENADE ® ASOiminoctadine-tris(albesilate) No. F.24 SONATA ®iminoctadine-tris(albesilate) No. F.25 BALLAD ® Plusiminoctadine-tris(albesilate) No. F.26 RHAPSODY ®kasugamycin-hydrochlorid-hydrat No. F.27 SERENADE ® MAXkasugamycin-hydrochlorid-hydrat No. F.28 SERENADE ® ASOkasugamycin-hydrochlorid-hydrat No. F.29 SONATA ®kasugamycin-hydrochlorid-hydrat No. F.30 BALLAD ® Pluskasugamycin-hydrochlorid-hydrat No. F.31 RHAPSODY ® dichlorophen No.F.32 SERENADE ® MAX dichlorophen No. F.33 SERENADE ® ASO dichlorophenNo. F.34 SONATA ® dichlorophen No. F.35 BALLAD ® Plus dichlorophen No.F.36 RHAPSODY ® pentachlorophenol No. F.37 SERENADE ® MAXpentachlorophenol No. F.38 SERENADE ® ASO pentachlorophenol No. F.39SONATA ® pentachlorophenol No. F.40 BALLAD ® Plus pentachlorophenol No.F.41 RHAPSODY ® N-(4-chloro-2-nitro-phenyl)-N-ethyl-4-methyl-benzenesulfonamide No. F.42 SERENADE ® MAXN-(4-chloro-2-nitro-phenyl)-N-ethyl-4-methyl- benzenesulfonamide No.F.43 SERENADE ® ASO N-(4-chloro-2-nitro-phenyl)-N-ethyl-4-methyl-benzenesulfonamide No. F.44 SONATA ®N-(4-chloro-2-nitro-phenyl)-N-ethyl-4-methyl- benzenesulfonamide No.F.45 BALLAD ® Plus N-(4-chloro-2-nitro-phenyl)-N-ethyl-4-methyl-benzenesulfonamide No. F.46 RHAPSODY ® dicloran No. F.47 SERENADE ® MAXdicloran No. F.48 SERENADE ® ASO dicloran No. F.49 SONATA ® dicloran No.F.50 BALLAD ® Plus dicloran No. F.51 RHAPSODY ® nitrothal-isopropyl No.F.52 SERENADE ® MAX nitrothal-isopropyl No. F.53 SERENADE ® ASOnitrothal-isopropyl No. F.54 SONATA ® nitrothal-isopropyl No. F.55BALLAD ® Plus nitrothal-isopropyl No. F.56 RHAPSODY ® tecnazen No. F.57SERENADE ® MAX tecnazen No. F.58 SERENADE ® ASO tecnazen No. F.59SONATA ® tecnazen No. F.60 BALLAD ® Plus tecnazen No. F.61 RHAPSODY ®biphenyl No. F.62 SERENADE ® MAX biphenyl No. F.63 SERENADE ® ASObiphenyl No. F.64 SONATA ® biphenyl No. F.65 BALLAD ® Plus biphenyl No.F.66 RHAPSODY ® bronopol No. F.67 SERENADE ® MAX bronopol No. F.68SERENADE ® ASO bronopol No. F.69 SONATA ® bronopol No. F.70 BALLAD ®Plus bronopol No. F.71 RHAPSODY ® diphenylamine No. F.72 SERENADE ® MAXdiphenylamine No. F.73 SERENADE ® ASO diphenylamine No. F.74 SONATA ®diphenylamine No. F.75 BALLAD ® Plus diphenylamine No. F.76 RHAPSODY ®mildiomycin No. F.77 SERENADE ® MAX mildiomycin No. F.78 SERENADE ® ASOmildiomycin No. F.79 SONATA ® mildiomycin No. F.80 BALLAD ® Plusmildiomycin No. F.81 RHAPSODY ® oxin-copper No. F.82 SERENADE ® MAXoxin-copper No. F.83 SERENADE ® ASO oxin-copper No. F.84 SONATA ®oxin-copper No. F.85 BALLAD ® Plus oxin-copper No. F.86 RHAPSODY ®prohexadione calcium No. F.87 SERENADE ® MAX prohexadione calcium No.F.88 SERENADE ® ASO prohexadione calcium No. F.89 SONATA ® prohexadionecalcium No. F.90 BALLAD ® Plus prohexadione calcium No. F.91 RHAPSODY ®N-(cyclopropylmethoxyimino-(6-difluoromethoxy-2,3-difluoro-phenyl)-methyl)-2-phenyl acetamide No. F.92 SERENADE ® MAXN-(cyclopropylmethoxyimino-(6-difluoromethoxy-2,3-difluoro-phenyl)-methyl)-2-phenyl acetamide No. F.93 SERENADE ® ASON-(cyclopropylmethoxyimino-(6-difluoromethoxy-2,3-difluoro-phenyl)-methyl)-2-phenyl acetamide No. F.94 SONATA ®N-(cyclopropylmethoxyimino-(6-difluoromethoxy-2,3-difluoro-phenyl)-methyl)-2-phenyl acetamide No. F.95 BALLAD ® PlusN-(cyclopropylmethoxyimino-(6-difluoromethoxy-2,3-difluoro-phenyl)-methyl)-2-phenyl acetamide No. F.96 RHAPSODY ®N′-(4-(4-chloro-3-trifluoromethyl-phenoxy)-2,5-dimethyl-phenyl)-N-ethyl-N-methyl formamidine No. F.97 SERENADE ® MAXN′-(4-(4-chloro-3-trifluoromethyl-phenoxy)-2,5-dimethyl-phenyl)-N-ethyl-N-methyl formamidine No. F.98 SERENADE ® ASON′-(4-(4-chloro-3-trifluoromethyl-phenoxy)-2,5-dimethyl-phenyl)-N-ethyl-N-methyl formamidine No. F.99 SONATA ®N′-(4-(4-chloro-3-trifluoromethyl-phenoxy)-2,5-dimethyl-phenyl)-N-ethyl-N-methyl formamidine No. F.100 BALLAD ® PlusN′-(4-(4-chloro-3-trifluoromethyl-phenoxy)-2,5-dimethyl-phenyl)-N-ethyl-N-methyl formamidine No. F.101 RHAPSODY ®N′-(4-(4-fluoro-3-trifluoromethyl-phenoxy)-2,5-dimethyl-phenyl)-N-ethyl-N-methyl formamidine No. F.102 SERENADE ® MAXN′-(4-(4-fluoro-3-trifluoromethyl-phenoxy)-2,5-dimethyl-phenyl)-N-ethyl-N-methyl formamidine No. F.103 SERENADE ® ASON′-(4-(4-fluoro-3-trifluoromethyl-phenoxy)-2,5-dimethyl-phenyl)-N-ethyl-N-methyl formamidine No. F.104 SONATA ®N′-(4-(4-fluoro-3-trifluoromethyl-phenoxy)-2,5-dimethyl-phenyl)-N-ethyl-N-methyl formamidine No. F.105 BALLAD ® PlusN′-(4-(4-fluoro-3-trifluoromethyl-phenoxy)-2,5-dimethyl-phenyl)-N-ethyl-N-methyl formamidine No. F.106 RHAPSODY ®N′-(2-methyl-5-trifluormethyl-4-(3-trimethylsilanyl-propoxy)-phenyl)-N-ethyl-N-methyl formamidine No. F.107 SERENADE ® MAXN′-(2-methyl-5-trifluormethyl-4-(3-trimethylsilanyl-propoxy)-phenyl)-N-ethyl-N-methyl formamidine No. F.108 SERENADE ® ASON′-(2-methyl-5-trifluormethyl-4-(3-trimethylsilanyl-propoxy)-phenyl)-N-ethyl-N-methyl formamidine No. F.109 SONATA ®N′-(2-methyl-5-trifluormethyl-4-(3-trimethylsilanyl-propoxy)-phenyl)-N-ethyl-N-methyl formamidine No. F.110 BALLAD ® PlusN′-(2-methyl-5-trifluormethyl-4-(3-trimethylsilanyl-propoxy)-phenyl)-N-ethyl-N-methyl formamidine No. F.111 RHAPSODY ®N′-(5-difluormethyl-2-methyl-4-(3-trimethylsilanyl-propoxy)-phenyl)-N-ethyl-N-methyl formamidine No. F.112 SERENADE ® MAXN′-(5-difluormethyl-2-methyl-4-(3-trimethylsilanyl-propoxy)-phenyl)-N-ethyl-N-methyl formamidine No. F.113 SERENADE ® ASON′-(5-difluormethyl-2-methyl-4-(3-trimethylsilanyl-propoxy)-phenyl)-N-ethyl-N-methyl formamidine No. F.114 SONATA ®N′-(5-difluormethyl-2-methyl-4-(3-trimethylsilanyl-propoxy)-phenyl)-N-ethyl-N-methyl formamidine No. F.115 BALLAD ® PlusN′-(5-difluormethyl-2-methyl-4-(3-trimethylsilanyl-propoxy)-phenyl)-N-ethyl-N-methyl formamidine

The compositions comprising the components 1) and 2), or thesimultaneous, that is joint or separate, use of a component 1) and acomponent 2), are distinguished by excellent activity against a broadspectrum of phytopathogenic fungi in particular from the classes of theAscomycetes, Basidiomycetes, Deuteromycetes and Peronosporomycetes (syn.Oomycetes). Some of them are systemically active and can be used in cropprotection as foliar fungicides, as soil fungicides and as fungicidesfor seed dressing.

The compositions according to the invention are particularly importantin the control of a multitude of phytopathogenic fungi on variouscultivated plants, such as cereals, for example wheat, rye, barley,triticale, oats or rice; beet, for example sugar beet or fodder beet;fruits, such as pomes, stone fruits or soft fruits, for example apples,pears, plums, peaches, almonds, cherries, strawberries, raspberries,blackberries or gooseberries; leguminous plants, such as lentils, peas,alfalfa or soybeans; oil plants, such as rape, mustard, olives,sunflowers, coconut, cocoa beans, castor oil plants, oil palms, groundnuts or soybeans; cucurbits, such as squashes,

cucumber or melons; fiber plants, such as cotton, flax, hemp or jute;citrus fruit, such as oranges, lemons, grapefruits or mandarins;vegetables, such as spinach, lettuce, asparagus, cabbages, carrots,onions, tomatoes, potatoes, cucurbits or paprika; lauraceous plants,such as avocados, cinnamon or camphor; energy and raw material plants,such as corn, soybean, rape, sugar cane or oil palm; corn; tobacco;nuts; coffee; tea; bananas; vines (table grapes and grape juice grapevines); hop; turf; natural rubber plants or ornamental and forestryplants, such as flowers, shrubs, broad-leaved trees or evergreens, forexample conifers; and on the plant propagation material, such as seeds,and the crop material of these plants.

Preferably, compounds I and compositions thereof are used forcontrolling a multitude of fungi on field crops, such as potatoes sugarbeets, tobacco, wheat, rye, barley, oats, rice, corn, cotton, soybeans,rape, legumes, sunflowers, coffee or sugar cane; fruits; vines;ornamentals; or vegetables, such as cucumbers, tomatoes, beans orsquashes.

The term “plant propagation material” is to be understood to denote allthe generative parts of the plant such as seeds and vegetative plantmaterial such as cuttings and tubers (e. g. potatoes), which can be usedfor the multiplication of the plant. This includes seeds, roots, fruits,tubers, bulbs, rhizomes, shoots, sprouts and other parts of plants.Seedlings and young plants, which are to be transplanted aftergermination or after emergence from soil, may also be mentioned. Theseyoung plants may also be protected before transplantation by a total orpartial treatment by immersion or pouring.

Preferably, treatment of plant propagation materials with compounds Iand compositions thereof is used for controlling a multitude of fungi oncereals, such as wheat, rye, barley and oats; rice, corn, cotton andsoybeans.

The term “cultivated plants” is to be understood as including plantswhich have been modified by breeding, mutagenesis or geneticengineering. Genetically modified plants are plants, which geneticmaterial has been so modified by the use of recombinant DNA techniquesthat under natural circumstances cannot readily be obtained by crossbreeding, mutations or natural recombination. Typically, one or moregenes have been integrated into the genetic material of a geneticallymodified plant in order to improve certain properties of the plant.

The term “cultivated plants” is to be understood also including plantsthat have been rendered tolerant to applications of specific classes ofherbicides, such as hydroxyphenylpyruvate dioxygenase (HPPD) inhibitors;acetolactate synthase (ALS) inhibitors, such as sulfonyl ureas (see e.g. U.S. Pat. No. 6,222,100, WO 01/82685, WO 00/26390, WO 97/41218, WO98/02526, WO 98/02527, WO 04/106529, WO 05/20673, WO 03/14357, WO03/13225, WO 03/14356, WO 04/16073) or imidazolinones (see e. g. U.S.Pat. No. 6,222,100, WO 01/82685, WO 00/26390, WO 97/41218, WO 98/02526,WO 98/02527, WO 04/106529, WO 05/20673, WO 03/14357, WO 03/13225, WO03/14356, WO 04/16073); enolpyruvylshikimate-3-phosphate synthase(EPSPS) inhibitors, such as glyphosate (see e. g. WO 92/00377);glutamine synthetase (GS) inhibitors, such as glufosinate (see e. g.EP-A-0242236, EP-A-242246) or oxynil herbicides (see e. g. U.S. Pat. No.5,559,024) as a result of conventional methods of breeding or geneticengineering. Several cultivated plants have been rendered tolerant toherbicides by conventional methods of breeding (mutagenesis), forexample Clearfield® summer rape (Canola) being tolerant toimidazolinones, e. g. imazamox. Genetic engineering methods have beenused to render cultivated plants, such as soybean, cotton, corn, beetsand rape, tolerant to herbicides, such as glyphosate and glufosinate,some of which are commercially available under the trade namesRoundupReady® (glyphosate) and LibertyLink® (glufosinate).

The term “cultivated plants” is to be understood also including plantsthat are by the use of recombinant DNA techniques capable to synthesizeone or more insecticidal proteins, especially those known from thebacterial genus Bacillus, particularly from Bacillus thuringiensis, suchas δ-endotoxins, e. g. CryIA(b), CryIA(c), CryIF, CryIF(a2), CryIIA(b),CryIIIA, CryIIIB(b1) or Cry9c; vegetative insecticidal proteins (VIP),e. g. VIP1, VIP2, VIP3 or VIP3A; insecticidal proteins of bacteriacolonizing nematodes, for example Photorhabdus spp. or Xenorhabdus spp.;toxins produced by animals, such as scorpion toxins, arachnid toxins,wasp toxins, or other insect-specific neurotoxins; toxins produced byfungi, such Streptomycetes toxins, plant lectins, such as pea or barleylectins; agglutinins; proteinase inhibitors, such as trypsin inhibitors,serine protease inhibitors, patatin, cystatin or papain inhibitors;ribosome-inactivating proteins (RIP), such as ricin, maize-RIP, abrin,luffin, saporin or bryodin; steroid metabolism enzymes, such as3-hydroxysteroid oxidase, ecdysteroid-IDP-glycosyl-transferase,cholesterol oxidases, ecdysone inhibitors or HMG-CoA-reductase; ionchannel blockers, such as blockers of sodium or calcium channels;juvenile hormone esterase; diuretic hormone receptors (helicokininreceptors); stilben synthase, bibenzyl synthase, chitinases orglucanases. In the context of the present invention these insecticidalproteins or toxins are to be understood expressly also as pre-toxins,hybrid proteins, truncated or otherwise modified proteins. Hybridproteins are characterized by a new combination of protein domains.(see, for example WO 02/015701). Further examples of such toxins orgenetically modified plants capable of synthesizing such toxins aredisclosed, for example, in EP-A 374 753, WO 93/007278, WO 95/34656, EP-A427 529, EP-A 451 878, WO 03/018810 und WO 03/052073. The methods forproducing such genetically modified plants are generally known to theperson skilled in the art and are described, for example, in thepublications mentioned above. These insecticidal proteins contained inthe genetically modified plants impart to the plants producing theseproteins tolerance to harmful pests from all taxonomic groups ofathropods, especially to beetles (Coeloptera), two-winged insects(Diptera), and moths (Lepidoptera) and to nematodes (Nematoda).

Genetically modified plants capable to synthesize one or moreinsecticidal proteins are, for example, described in the publicationsmentioned above, and some of which are commercially available such asYieldGard® (corn cultivars producing the Cry1Ab toxin), YieldGard® Plus(corn cultivars producing Cry1Ab and Cry3Bb1 toxins), Starlink® (corncultivars producing the Cry9c toxin), Herculex® RW (corn cultivarsproducing Cry34Ab1, Cry35Ab1 and the enzymePhosphinothricin-N-Acetyltransferase [PAT]); NuCOTN® 33B (cottoncultivars producing the Cry1Ac toxin), Bollgard® I (cotton cultivarsproducing the Cry1Ac toxin), Bollgard® II (cotton cultivars producingCry1Ac and Cry2Ab2 toxins); VIPCOT® (cotton cultivars producing aVIP-toxin); NewLeaf® (potato cultivars producing the Cry3A toxin);Bt-Xtra®, NatureGard®, KnockOut®, BiteGard®, Protecta®, Bt11 (e. g.Agrisure® CB) and Bt176 from Syngenta Seeds SAS, France, (corn cultivarsproducing the Cry1Ab toxin and PAT enyzme), MIR604 from Syngenta SeedsSAS, France (corn cultivars producing a modified version of the Cry3Atoxin, c.f. WO 03/018810), MON 863 from Monsanto Europe S.A., Belgium(corn cultivars producing the Cry3Bb1 toxin), IPC 531 from MonsantoEurope SA., Belgium (cotton cultivars producing a modified version ofthe Cry1Ac toxin) and 1507 from Pioneer Overseas Corporation, Belgium(corn cultivars producing the Cry1F toxin and PAT enzyme).

The term “cultivated plants” is to be understood also including plantsthat are by the use of recombinant DNA techniques capable to synthesizeone or more proteins to increase the resistance or tolerance of thoseplants to bacterial, viral or fungal pathogens. Examples of suchproteins are the so-called “pathogenesis-related proteins” (PR proteins,see, for example EP-A 0 392 225), plant disease resistance genes (forexample potato cultivars, which express resistance genes acting againstPhytophthora infestans derived from the mexican wild potato Solanumbulbocastanum) or T4-lysozym (e. g. potato cultivars capable ofsynthesizing these proteins with increased resistance against bacteriasuch as Erwinia amylvora). The methods for producing such geneticallymodified plants are generally known to the person skilled in the art andare described, for example, in the publications mentioned above.

The term “cultivated plants” is to be understood also including plantsthat are by the use of recombinant DNA techniques capable to synthesizeone or more proteins to increase the productivity (e. g. bio massproduction, grain yield, starch content, oil content or proteincontent), tolerance to drought, salinity or other growth-limitingenvironmental factors or tolerance to pests and fungal, bacterial orviral pathogens of those plants.

The term “cultivated plants” is to be understood also including plantsthat contain by the use of recombinant DNA techniques a modified amountof substances of content or new substances of content, specifically toimprove human or animal nutrition, for example oil crops that producehealth-promoting long-chain omega-3 fatty acids or unsaturated omega-9fatty acids (e. g. Nexera® rape).

The term “cultivated plants” is to be understood also including plantsthat contain by the use of recombinant DNA techniques a modified amountof substances of content or new substances of content, specifically toimprove raw material production, for example potatoes that produceincreased amounts of amylopectin (e. g. Amflora® potato).

The term “protein” as used herein is to be understood as an oligopeptideor polypeptide or molecule made up of polypeptides including expresslyalso pre-proteins, hybrid proteins, peptides, truncated or otherwisemodified proteins including those derived from post-transcriptionalmodifications such as acylation (e.g. acetylation, the addition of anacetyl group, usually at the N-terminus of the protein), alkylation, theaddition of an alkyl group (e.g. addition of ethyl or methyl, usually atlysine or arginine residues) or demethylation, amidation at C-terminus,biotinylation (acylation of conserved lysine residues with a biotinappendage), formylation, γ-carboxylation dependent on Vitamin K,glutamylation (covalent linkage of glutamic acid residues),glycosylation (addition of a glycosyl group to either asparagine,hydroxylysine, serine, or threonine, resulting in a glycoprotein),glycation (nonenzymatic attachment of sugars), glycylation (covalentlinkage of one to more glycine residues), covalent attachment of a hememoiety, hydroxylation, iodination, isoprenylation (addition of anisoprenoid group such as farnesol and geranylgeraniol), lipoylation(attachment of a lipoate functionality) including prenylation, GPIanchor formation (e. g. myristoylation, farnesylation andgeranylgeranylation), covalent attachment of nucleotides or derivativesthereof including ADP-ribosylation and flavin attachment, oxidation,pegylation, covalent attachment of phosphatidylinositol,phosphopantetheinylation (addition of a 4′-phosphopantetheinyl moietyfrom coenzyme A), phosphorylation (addition of a phosphate group,usually to serine, tyrosine, threonine or histidine), pyroglutamateformation, racemization of proline, tRNA-mediated addition of aminoacids such as arginylation, sulfation (addition of a sulfate group to atyrosine), selenoylation (co-translational incorporation of selenium inselenoproteins), ISGylation (covalent linkage to the ISG15 protein[Interferon-stimulated Gene 15]), SUMOylation (covalent linkage to theSUMO protein [Small Ubiquitin-related MOdifier]), ubiquitination(covalent linkage to the protein ubiquitin or poly-ubiquitin),citrullination or deimination (conversion of arginine to citrulline),deamidation (conversion of glutamine to glutamic acid or asparagine toaspartic acid), formation of disulfide bridges (covalent linkage of twocysteine amino acids) or proteolytic cleavage (cleavage of a protein ata peptide bond).

The plants or seed treated with the combinations comprisingcomponents 1) and 2) may by wildlife types, plants or seed obtained bybreeding and transgenic plants as well as their seed.

They are especially suitable for controlling the followingphytopathogenic fungi:

Alternaria atrans tenuissima Alternaria brassicae Alternaria spp.Ascochyta tritici Blumeria graminis Botrytis cinerea Bremia lactucaeBremia lucinae Calonectria crotalariae Cercospora canescens Cercosporakikuchii Cercospora sojina Cercospora canescens Choanephorainfundibulifera Cladosporium herbarum Cochliobolus sativus Cochliobolussativus Colletotrichum truncatum Corynespora cassiicola Dactuliophoraglycines Dematophora necatrix Diaporthe phaseolorum Diaporthephaseolorum var. caulivora Drechslera glycini Epicoccum spp. Erwiniaamylovora Erysiphe graminis Frogeye sojina Fusarium solani Fusariumculmorum Fusarium graminearum Gaeumannomyces graminis Leptosphaerianodorum Leptosphaerulina trifolii Macrophomina phaseolina Microdochiumnivale Microsphaera diffusa Mycoleptodiscus terrestris Neocosmosporavasinfecta Pellicularia sasakii Peronospora brassicae Peronosporamanshurica Peronospora brassicae Peronospora pisi Phakopsora pachyrhiziPhakopsora meibomiae Phialophora gregata Phomopsis phaseoli Phyllosticasojaecola Physiological leaf spots Phythium ultimum Phytophthoramegasperma Phytophthora infestans Phytopthora megasperma Plasmoparaviticola Podosphaera leucotricha Podosphaera leucotrichaPseudocercospora herpotrichoides Pseudomonas lachrymans Pseudomonassyringae Pseudoperonospora cubensis Pseudoperonospora humuli Pucciniahordei Puccinia recondita Puccinia striiformis Puccinia triticinaPyrenochaeta glycines Pyrenophora allosuri Pyrenophora altermarinaPyrenophora avenae Pyrenophora bartramiae Pyrenophora bondarzeviiPyrenophora bromi Pyrenophora bryophila Pyrenophora buddleiaePyrenophora bupleuri Pyrenophora calvertii Pyrenophora calvescens var.moravica Pyrenophora carthanie Pyrenophora centranthi Pyrenophoracerastii Pyrenophora chengii Pyrenophora chrysamthemi Pyrenophoraconvohuli Pyrenophora coppeyana Pyrenophora cytisi Pyrenophoradactylidis Pyrenophora dictyoides Pyrenophora echinopis Pyrenophoraephemera Pyrenophora eryngicola Pyrenophora erythrospila Pyrenophoraeuphorbiae Pyrenophora freticola Pyrenophora graminea Pyrenophoragraminea Pyrenophora heraclei Pyrenophora hordei Pyrenophora horridaPyrenophora hyperici Pyrenophora japonica Pyrenophora kugitangiPyrenophora lithophila Pyrenophora lolii Pyrenophora macrosporaPyrenophora metasequoiae Pyrenophora minuertiae hirsutae Pyrenophoramoravica Pyrenophora moroczkowskii Pyrenophora muscorum Pyrenophoraosmanthi Pyrenophora phlei Pyrenophora pimpinellae Pyrenophorapittospori Pyrenophora polytricha Pyrenophora pontresinerisisPyrenophora pulsatillae Pyrenophora raetica Pyrenophora rayssiaePyrenophora rugosa Pyrenophora ryohicola Pyrenophora savicziiPyrenophora schoeteri Pyrenophora scholevskii Pyrenophora scirpiPyrenophora scirpicola Pyrenophora secalis Pyrenophora semeniperdaPyrenophora semiusta Pyrenophora seseli Pyrenophora seseli f. poteriiPyrenophora subalpina Pyrenophora sudetica Pyrenophora suhantarcticaPyrenophora syntrichiae Pyrenophora szaferiana Pyrenophora teresPyrenophora teres f. makulata Pyrenophora teres subsp. gramineaPyrenophora tetrahenae Pyrenophora tranzschelii Pyrenophora trifuliiPyrenophora triticil-repentis Pyrenophora ushuwaiensis Pyrenophoravillose Pyrenophora graminea Pyrenophora teres Pyrenophora teresPyrenophora teres Pyrenophora tritici repentis Pyricularia oryzaePythium aphanidermatum Pythium debaryanum Pythium irregulare Pythiummyriotylum Pythium ultimum Ramularia collocygni Rhizoctonia aereaRhizoctonia alba Rhizoctonia alpina Rhizoctonia anaticula Rhizoctoniaanomala Rhizoctonia apocynacearum Rhizoctonia arachnion Rhizoctoniaasclerotica Rhizoctonia batalicola Rhizoctonia borealis Rhizoctoniacallae Rhizoctonia carorae Rhizoctonia cerealis Rhizoctonia choussiiRhizoctonia coniothecioides Rhizoctonia cundida Rhizoctonia dichoromaRhizoctonia dimorpha Rhizoctonia endophytica Rhizoctonia endophyticavor. filicata Rhizoctonia ferruginea Rhizoctonia floccosa Rhizoctoniafragariae Rhizoctonia fraxini Rhizoctonia fuliginea Rhizoctonia fumigataRhizoctonia globularis Rhizoctonia goodyerae-repentis Rhizoctoniagossypii Rhizoctonia gossypii vor. anatolica Rhizoctonia gracilisRhizoctonia griseo Rhizoctonia hiemalis Rhizoctonia juniperi Rhizoctonialamallifera Rhizoctonia leguminicola Rhizoctonia lilacina Rhizoctonialuoini Rhizoctonia macrosclerotia Rhizoctonia melongenae Rhizoctoniamicrosclerotia Rhizoctonia monilioides Rhizoctonia monteithianaRhizoctonia muneratii Rhizoctonia nandorii Rhizoctonia oryzaeRhizoctonia oryzae-sativae Rhizoctonia pallida Rhizoctonia pini-insignisRhizoctonia praticola Rhizoctonia quercus Rhizoctonia ramicolaRhizoctonia robusta Rhizoctonia rubi Rhizoctonia ruhiginosa Rhizoctoniasclerotica Rhizoctonia solani Rhizoctonia solani f. paroketeaRhizoctonia solani forma specialis Rhizoctonia solani var.cedri-deodorae Rhizoctonia solani var. fuchsiae Rhizoctonia solani var.hortensis Rhizoctonia stahlii Rhizoctonia subtilis var. nigraRhizoctonia subtlilis Rhizoctonia tomato Rhizoctonia tuliparumRhizoctonia veae Rhizoctonia versicolor Rhizoctonia cerealisRhynchosporium secalis Sclerotina rolfsii Sclerotinia rolfsiiSclerotinia sclerotiorum Septoria glycines Septoria nodorum Septoriatritici Sphaerotheca fuliginea Stagonospora nodorum Stemphyliumbotryosum Thielaviopsis basicola Tilletia aegilopis Tilletia aegopogonisTilletia ahamadiana Tilletia airina Tilletia ajrekari Tilletia alopecuriTilletia anthaxanthi Tilletia apludae Tilletia armdinellae Tilletiaasperifolia Tilletia asperitolioides Tilletia atacamensis Tilletiabaldrati Tilletia bambusae Tilletia banarasae Tilletia bangalorensisTilletia barclayana Tilletia biharica Tilletia boliviensis Tilletiaboutelouae Tilletia brachypodii Tilletia brachypodii-ramosi Tilletiabraomi-tectorum Tilletia brevifaciens Tilletia bromi Tilletia brominaTilletia brunkii Tilletia buchloeana Tilletia bulayi Tilletia cariesTilletia cathcariae Tilletia cerebrina Tilletia chloridicola Tilletiacontaoversa Tilletia contraversa var. prostrata Tilletia contraversavar. elyni Tilletia corona Tilletia cynasuri Tilletia damacarae Tilletiadeyeuxiae Tilletia digitariicola Tilletia durangensis Tilletia earleiTilletia echinochlave Tilletia echinochloae Tilletia echinospermaTilletia ehrhartae Tilletia eleusines Tilletia elymandrae Tilletiaelymicola Tilletia elyni Tilletia elythrophori Tilletia eragrostidisTilletia euphorbiae Tilletia fahrendorfii Tilletia festinca-octofloranaTilletia foelida Tilletia foliicola Tilletia fusca Tilletia fusca var.bromi-tectorum Tilletia fusca var. guyotiana Tilletia fusca var.paragonica Tilletia georfischeri Tilletia gigaspora Tilletiagoloskokovii Tilletia haynaldiae Tilletia heterospora Tilletia holciTilletia hordei var. spontanei Tilletia horrida Tilletia hyalospora var.cuzcoensis Tilletia hyparrheniae Tilletia indica Tilletia iniermediaTilletia iovensis Tilletia ixophari Tilletia koeleriae Tilletiakuznetzoviana Tilletia laevis Tilletia laguri Tilletia leptochlaseTilletia lepturi Tilletia macrotuberculata Tilletia madeirensis Tilletiamaglagonii Tilletia makutensis Tilletia milti Tilletia milti-vernalisTilletia montana Tilletia montemartinii Tilletia nanifica Tilletianarasimhanii Tilletia narayanaoana Tilletia narduri Tilletianigrifaciens Tilletia obscura-reticulora Tilletia oklahomae Tilletiaokudoirae Tilletia oplistneni-cristati Tilletia paae Tilletia pachydermaTilletia pallida Tilletia panici Tilletia panici. humilis Tilletiapaonensis Tilletia paraloxa Tilletia paspali Tilletia pennisetinaTilletia peritidis Tilletia phalaridis Tilletia polypoganis Tilletiaprostrata Tilletia pulcherrima var. brachiariae Tilletia redfieldiaeTilletia rhei Tilletia rugispora Tilletia sabaudiae Tilletia salzmaniiTilletia savilei Tilletia scrobiculata Tilletia setariae Tilletiasetariae-palmiflorarae Tilletia setariicola Tilletia sphaerococcaTilletia sphenopie Tilletia sphenopodis Tilletia sterilis Tilletiataiana Tilletia texana Tilletia themedae-anatherae Tilletia themedicolaTilletia toguateei Tilletia trachypogonis Tilletia transiliensisTilletia transvaalensis Tilletia tritici f. monococci Tilletia triticivar. controversa Tilletia tritici var. nanifica Tilletia tritici var.laevis Tilletia tritici-repentis Tilletia triticoides Tilletiatuberculare Tilletia vertiveriae Tilletia viermotii Tilletia vittaraTilletia vittara var. burmahnii Tilletia walkeri Tilletia youngiiTilletia zundelii Typhula incarnata Uromyces appendiculatus Ustilagoaaeluropodis Ustilago abstrusa Ustilago aegilopsidis Ustilago affinisvar. hilariae Ustilago agrestis Ustilago agropyrina Ustilagoagrostis-palustris Ustilago airear-caespitosae Ustilago alismatisUstilago almadina Ustilago alopecurivara Ustilago alsineae Ustilagoaltilis Ustilago amadelpha var. glabriuscula Ustilago amphilophidisUstilago amplexa Ustilago amthoxanthi Ustilago andropogonis-tectorumUstilago aneilemae Ustilago anhweiona Ustilago anomala var. avicularisUstilago anomala var. carnea Ustilago anomala var. cordai Ustilagoanomala var. microspora Ustilago anomala var. muricata Ustilago anomalavar. tovarae Ustilago apscheronica Ustilago arabidia. alpinae Ustilagoarandinellae-hirtae Ustilago arctica Ustilago argentina Ustilagoaristidarius Ustilago arotragostis Ustilago asparagi-pygmaei Ustilagoasprellae Ustilago avanae subsp. alba Ustilago avenae Ustilago avenaeUstilago avenae f. sp. perennars Ustilago avenariae-bryophyllae Ustilagoavicularis Ustilago bahuichivoensis Ustilago barbari Ustilagobeckeropsis Ustilago belgiana Ustilago bethelii Ustilago bicolorUstilago bistortarum ustiloginea Ustilago bistortarum var. pustulataUstilago boreatis Ustilago bothriochloae Ustilagobothriochloae-intermediae Ustilago bouriqueti Ustilago braziliensisUstilago brisae Ustilago bromi-arvensis Ustilago bromi-erecti Ustilagobromi-mallis Ustilago bromina Ustilago bromivora f. brachypodii Ustilagobromivora var. microspora Ustilago bullata f. brachypodii-distachyiUstilago bullata var. bonariesis Ustilago bullata var. macrosporaUstilago bungeana Ustilago calanagrostidis Ustilago calanagrostidis var.scrobiculata Ustilago calanagrostidis var. typica Ustilago cardaminesUstilago cariciphila Ustilago caricis-wallichianae Ustilago carneaUstilago catherimae Ustilago caulicola Ustilago cenrtodomis Ustilagoceparum Ustilago cephalariae Ustilago chacoensis Ustilago chloridiiUstilago chloridionis Ustilago chrysopoganis Ustilago chubulensisUstilago cichorii Ustilago cilmodis Ustilago clelandii Ustilagoclintoniana Ustilago coloradensis Ustilago commelinae Ustilago compactaUstilago concelata Ustilago condigna Ustilago consimilis Ustilagoconstantineanui Ustilago controversa Ustilago conventere-sexualisUstilago cordai Ustilago corlarderiae var. araucana Ustilago coronariawUstilago coronata Ustilago courtoisii Ustilago crus-galli var. minorUstilago cryptica Ustilago curta Ustilago custanaica Ustilago cynodontisUstilago cynodontis Ustilago cyperi-lucidi Ustilago davisii Ustilagodeccanii Ustilago decipiens Ustilago deformitis Ustilago dehiscensUstilago delicata Ustilago deyeuxiae Ustilago dianthorum Ustilagodistichlidis Ustilago dubiosa Ustilago dumosa Ustilago earlei Ustilagoechinochloae Ustilago ehrhartana Ustilago eleocharidis Ustilagoeleusines Ustilago elymicola Ustilago elytrigiae Ustilago enneapogonisUstilago epicampida Ustilago eragrostidis-japanicana Ustilago eriocauliUstilago eriochloae Ustilago euphorbiae Ustilago fagopyri Ustilagofestucae Ustilago festucorum Ustilago filamenticola Ustilagofingerhuthiae Ustilago flectens Ustilago flonersii Ustilago foliorumUstilago formosana Ustilago fueguina Ustilago gageae Ustilago garcesiUstilago gardneri Ustilago gausenii Ustilago gayazana Ustilagogigantispora Ustilago glyceriae Ustilago gregaria Ustilago grossheimiiUstilago gunnerae Ustilago haesendocki var. chloraphorae Ustilagohaesendocki var. vargasii Ustilago halophiloides Ustilago haynalodiaeUstilago heleochloae Ustilago helictotrichi Ustilago herteri var.Bicolor Ustilago herteri var. vargasii Ustilago hierochloae-adorataeUstilago hieronymi var. insularis Ustilago hieronymi var. minor Ustilagohilariicola Ustilago hilubii Ustilago himalensis Ustilago histortarumvar. marginalis Ustilago hitchcockiana Ustilago holci-avanacei Ustilagohordei Ustilago hordei f. sp. avenae Ustilago hsuii Ustilagohyalino-bipolaris Ustilago hydropiperis Ustilago hyparrheniae Ustilagohypodyies f. congoensis Ustilago hypodytes f. sporaboli Ustilagohypodytes var. agrestis Ustilago idonea Ustilago imperatue Ustilagoinduia Ustilago inouyei Ustilago intercedens Ustilago iranica Ustilagoisachnes Ustilago ischaemi-akoensis Ustilago ischaemi-anthephoroidesUstilago ixiolirii Ustilago ixophori Ustilago jacksonii Ustilagojacksonii var. vintonesis Ustilago jaczevskyana Ustilago jaczevskyanavan. typica Ustilago jaczevskyana var. sibirica Ustilago jagdishwariUstilago jamalainentii Ustilago jehudana Ustilago johnstonii Ustilagokairamoi Ustilago kasuchstemica Ustilago kenjiana Ustilago kweichowensisUstilago kylingae Ustilago lacjrymae-jobi Ustilago lepyrodiclidisUstilago lidii Ustilago liebenbergii Ustilago linderi Ustilago linearisUstilago lirove Ustilago loliicola Ustilago longiflora Ustilagolongiseti Ustilago longissima var. dubiosa Ustilago longissima var.paludificans Ustilago longissima var. typica Ustilago lupini Ustilagolychnidis-dioicae Ustilago lycoperdiformis Ustilago lyginiae Ustilagomachili Ustilago machringiae Ustilago magalaspora Ustilago magellanicaUstilago mariscana Ustilago maydis Ustilago melicae Ustilagomerxmuellerana Ustilago mesatlantica Ustilago michnoana Ustilagomicrospora Ustilago microspora var. paspalicola Ustilago microstegiiUstilago microthelis Ustilago milli Ustilago mobtagnei var. minorUstilago modesta Ustilago moenchiae-manticae Ustilago monermae Ustilagomorinae Ustilago morobiana Ustilago mrucata Ustilago muda Ustilagomuehlenbergiae var. lucumanensis Ustilago muscaribotryoidis Ustilagonagarnyi Ustilago nannfeldtii Ustilago nauda var. hordei Ustilagonelsoniana Ustilago nepalensis Ustilago neyraudiae Ustilago nigraUstilago nivalis Ustilago nuda Ustilago nuda Ustilago nuda var. triticiUstilago nyassae Ustilago okudairae Ustilago olida Ustilago olivaceavar. macrospora Ustilago onopordi Ustilago onumae Ustilago opiziicolaUstilago oplismeni Ustilago orientalis Ustilago otophora Ustilagoovariicola Ustilago overcemii Ustilago pamirica Ustilago panici-geminatiUstilago panjabensis Ustilago pappophori Ustilago pappophori var.magdalensis Ustilago parasnothii Ustilago parodii Ustilago parvulaUstilago paspalidiicola Ustilago patagonica Ustilago penniseti var.verruculosa Ustilago perrara Ustilago persicariae Ustilago petrakiiUstilago phalaridis Ustilago phlei Ustilago phlei-protensis Ustilagophragmites Ustilago picacea Ustilago pimprina Ustilago piperi (var.)rosulata Ustilago poae Ustilago poae-bulbosae Ustilago poae-nemoralisUstilago polygoni-alati Ustilago polygoni-alpini Ustilagopolygoni-punctari Ustilago polygoni-serrulati Ustilago polytocaeUstilago polytocae-harbatas Ustilago pospelovii Ustilago prostrataUstilago pseudohieronymi Ustilago puehlaensis Ustilago puellarisUstilago pulvertulensa Ustilago raciborskiana Ustilago radians Ustilagoravida Ustilago rechingeri Ustilago reticulara Ustilago reticulisporaUstilago rhei Ustilago rhynchelytri Ustilago ruandenis Ustilagoruberculata Ustilago sabouriana Ustilago salviae Ustilagosanctae-catharinae Ustilago scaura Ustilago scillae Ustilago scitamineaUstilago scitaminea var. sacchar-officinorum Ustilago scleranthiUstilago scrobiculata Ustilago scutulata Ustilago secalis var. elymiUstilago seitaminea var. sacchari-barberi Ustilago semenoviana Ustilagoserena Ustilago serpens Ustilago sesleriae Ustilago setariae-mambassanaeUstilago shastensis Ustilago shimadae Ustilago silenes-inflatae Ustilagosilenes-nutantis Ustilago sinkiangensis Ustilago sitanil Ustilagosleuneri Ustilago sonoriana Ustilago sorghi-stipoidei Ustilago spadiceaUstilago sparoboli-indici Ustilago sparti Ustilago speculariae Ustilagospegazzinii Ustilago spegazzinii var. agrestis Ustilago spermophora var.orientalis Ustilago spermophoroides Ustilago spinulosa Ustilagosporoboli-trenuli Ustilago stellariae Ustilago sterilis Ustilagostewartli Ustilago stipae Ustilago striaeformis f. phlei Ustilagostriaeformis f. poa . . . Ustilago striaeformis f. poae-pratensisUstilago striiformis f. hierochloes-odoratae Ustilago striiformis var.agrostidis Ustilago striiformis var. dactylidis Ustilago striiformisvar. holci Ustilago striiformis var. phlei Ustilago striiformis var.poae Ustilago sumnevicziana Ustilago superha Ustilago sydowiana Ustilagosymbiotica Ustilago taenia Ustilago taiana Ustilago tanakue Ustilagotenuispora Ustilago thaxteri Ustilago tinontiae Ustilago togata Ustilagotournenxii Ustilago tovarae Ustilago trachophora var. pacifica Ustilagotrachyniae Ustilago trachypogonis Ustilago tragana Ustilago tragiUstilago tragica Ustilago tragi-racemosi Ustilago trichoneurana Ustilagotrichophora var. crus-galli Ustilago trichophora var. panici-frumentaceiUstilago triseti Ustilago tritici forma specialis Ustilago tucumariensisUstilago tumeformis Ustilago turcomanica Ustilago turcomanica var.prostrata Ustilago turcomanica var. typica Ustilago ugamica Ustilagougandensis var. macrospora Ustilago underwoodii Ustilago urginedeUstilago urochloana Ustilago ustilaginea Ustilago ustriculosa var.cordai Ustilago ustriculosa var. reticulata Ustilago valentula Ustilagovavilori Ustilago verecunda Ustilago verruculosa Ustilago versatilisUstilago vetiveriae Ustilago violaceo-irregularis Ustilago violaceu var.stellariae Ustilago violaceuverrucosa Ustilago williamsii Ustilagowynaadensis Ustilago zambettakisii Ustilago zernae Venturia inaequalisXanthomonas campestris Xanthomonas oryzae

The compositions comprising the components 1) and 2) are particularlysuitable for controlling phytopathogenic fungi in barley (e.g.Pyrenophora teres, Rhynchosporium secalis, Puccinia hordei, Pucciniastriiformis, Blumeria graminis, Ramularia collo-cygni/Physiological leafspots, Microdochium nivale, Typhula incamata, Pseudocercosporellaherpotrichoides, Fusarium culmorum, Rhizoctonia cerealis, Gaeumannomycesgraminis) and soybeans (e.g. Phakopsora pachyrhizi, Microsphaeradiffusa, Septoria glycines, Cercospora sojina, Cercospora kikuchii,Corynespora cassiicola, Colletotrichum truncatum, Peronosporamanshurica, Alternaria spp., Phomopsis phaseoli, Diaporthe phaseolorum,Phialophora gregata, Fusarium solani, Sclerotinia sclerotiorum,Sclerotinia rolfsii, Phytopthora megasperma, Rhizoctonia solani,Dematophora necatrix, Macrophomina phaseolina).

The inventive compositions are particularly suitable for controllingphytopathogenic fungi in soybeans, vegetables and fruit crops.

The compositions according to the invention are furthermore suitable forcontrolling harmful fungi in the protection of materials (for examplewood, paper, paint dispersions, fibers or fabrics) and in the protectionof stored products. In the protection of wood, particular attention ispaid to the following harmful fungi: Ascomycetes, such as Ophiostomaspp., Ceratocystis spp., Aureobasidium pullulans, Scierophoma spp.,Chaetomium spp., Humicola spp., Petriella spp., Trichurus spp.;Basidiomycetes, such as Coniophora spp., Coriolus spp., Gloeophyllumspp., Lentinus spp., Pleurotus spp., Poria spp., Serpula spp. andTyromyces spp., Deuteromycetes, such as Aspergillus spp., Cladosporiumspp., Penicillium spp., Trichoderma spp., Alternaria spp., Paecilomycesspp. and Zygomycetes, such as Mucor spp., additionally in the protectionof materials the following yeasts: Candida spp. and Saccharomycescerevisae.

Application of the inventive compositions to useful plants may also leadto an increase in the crop yield.

The components 1) and 2) can be applied simultaneously, that is jointlyor separately, or in succession, the sequence, in the case of separateapplication, generally not having any effect on the result of thecontrol measures.

When preparing the compositions, it is preferred to employ thecommercially available formulations of components 1) and 2), to whichfurther compounds active against harmful fungi or other pests, such asinsects, arachnids or nematodes, or else herbicidal or growth-regulatingactive compounds or fertilizers may be added.

Usually, compositions comprising component 1) and 2), wherein component2) consists of only one active ingredient (II), are employed. However,in certain cases compositions wherein component 2) consists of two or,if appropriate, more active components may be advantageous.

Suitable further active components in the above sense are in particularthe active compounds II mentioned at the outset, and in particular thepreferred active compounds II mentioned above.

Components 1) and 2) are usually employed in a weight ratio of from100:1 to 1:100, preferably from 30:1 to 1:30, in particular from 15:1 to1:15.

The further active components are, if desired, added in a ratio of from20:1 to 1:20 to component 1).

Depending on the particular components and the desired effect, theapplication rates for component 1) are generally from 1 l to 100 l brothcontaining the strain per hectare, preferably from 1; to 50 l/ha, inparticular from 1 to 20 l/ha.

Correspondingly, the application rates for component 2) are generallyfrom 1 to 2000 g/ha, preferably from 10 to 1500 g/ha, in particular from40 to 1000 g/ha.

The method for controlling harmful fungi is carried out by the separateor joint application of a component 1) and a component 2), or acomposition comprising components 1) and 2), by spraying or dusting theseeds, the plants or the soils before or after sowing of the plants orbefore or after emergence of the plants.

The compositions according to the invention, or the single componentsseparately, can be converted into customary formulations, for examplesolutions, emulsions, suspensions, dusts, powders, pastes and granules.The use form depends on the particular intended purpose; in each case,it should ensure a fine and even distribution of the mixture accordingto the invention.

The formulations are prepared in a known manner, for example byextending the single components with solvents and/or carriers, ifdesired using emulsifiers and dispersants. Solvents/auxiliaries suitablefor this purpose are essentially:

-   -   water, aromatic solvents (for example Solvesso® products,        xylene), paraffins (for example mineral oil fractions), alcohols        (for example methanol, butanol, pentanol, benzyl alcohol),        ketones (for example cyclohexanone, gamma-butyrolactone),        pyrrolidones (N-methylpyrrolidone, N-octylpyrrolidone), acetates        (glycol diacetate), glycols, fatty acid dimethylamides, fatty        acids and fatty acid esters. In principle, solvent mixtures may        also be used.    -   carriers such as ground natural minerals (for example kaolins,        clays, talc, chalk) and ground synthetic minerals (for example        highly disperse silica, silicates); emulsifiers such as        nonionogenic and anionic emulsifiers (for example        polyoxyethylene fatty alcohol ethers, alkylsulfonates and        arylsulfonates) and dispersants such as lignosulfite waste        liquors and methylcellulose.

Suitable surfactants used are alkali metal, alkaline earth metal andammonium salts of lignosulfonic acid, naphthalenesulfonic acid,phenolsulfonic acid, dibutylnaphthalenesulfonic acid,alkylarylsulfonates, alkyl sulfates, alkylsulfonates, fatty alcoholsulfates, fatty acids and sulfated fatty alcohol glycol ethers,furthermore condensates of sulfonated naphthalene and naphthalenederivatives with formaldehyde, condensates of naphthalene or ofnaphthalenesulfonic acid with phenol and formaldehyde, polyoxyethyleneoctylphenyl ether, ethoxylated isooctylphenol, octylphenol, nonylphenol,alkylphenyl polyglycol ethers, tributylphenyl polyglycol ether,tristearylphenyl polyglycol ether, alkylaryl polyether alcohols, alcoholand fatty alcohol ethylene oxide condensates, ethoxylated castor oil,polyoxyethylene alkyl ethers, ethoxylated polyoxypropylene, laurylalcohol polyglycol ether acetal, sorbitol esters, lignosulfite wasteliquors and methylcellulose.

Substances which are suitable for the preparation of directly sprayablesolutions, emulsions, pastes or oil dispersions are mineral oilfractions of medium to high boiling point, such as kerosene or dieseloil, furthermore coal tar oils and oils of vegetable or animal origin,aliphatic, cyclic and aromatic hydrocarbons, for example toluene,xylene, paraffin, tetrahydronaphthalene, alkylated naphthalenes or theirderivatives, methanol, ethanol, propanol, butanol, cyclohexanol,cyclohexanone, isophorone, highly polar solvents, for example dimethylsulfoxide, N-methylpyrrolidone and water.

Powders, materials for spreading and dustable products can be preparedby mixing or concomitantly grinding the active substances with a solidcarrier.

Granules, for example coated granules, impregnated granules andhomogeneous granules, can be prepared by binding the active compounds tosolid carriers. Examples of solid carriers are mineral earths such assilica gels, silicates, talc, kaolin, attaclay, limestone, lime, chalk,bole, loess, clay, dolomite, diatomaceous earth, calcium sulfate,magnesium sulfate, magnesium oxide, ground synthetic materials,fertilizers, such as, for example, ammonium sulfate, ammonium phosphate,ammonium nitrate, ureas, and products of vegetable origin, such ascereal meal, tree bark meal, wood meal and nutshell meal, cellulosepowders and other solid carriers.

In order to achieve good dispersion and adhesion of compositions withinthe present invention, it may be advantageous to formulate the wholebroth culture, supernatant and/or metabolite with components that aiddispersion and adhesion.

In general, the formulations comprise from 0.01 to 95% by weight,preferably from 0.1 to 90% by weight, of the components.

The active compounds (II) are employed in a purity of from 90% to 100%,preferably 95% to 100% (according to NMR spectrum).

The following are examples of formulations: 1. Products for dilutionwith water

A) Water-Soluble Concentrates (SL)

10 parts by weight of a composition according to the invention aredissolved in 90 parts by weight of water or in a water-soluble solvent.As an alternative, wetting agents or other auxiliaries are added.Dilution with water results in a formulation having a content of 10% byweight of components 1) and 2) is obtained.

B) Dispersible Concentrates (DC)

20 parts by weight of a composition according to the invention aredissolved in 70 parts by weight of cyclohexanone with addition of 10parts by weight of a dispersant, for example polyvinylpyrrolidone.Dilution with water gives a dispersion having a content of 0% by weightof components 1) and 2).

C) Emulsifiable Concentrates (EC)

15 parts by weight of a composition according to the invention aredissolved in 75 parts by weight of xylene with addition of calciumdodecylbenzenesulfonate and castor oil ethoxylate (in each case 5 partsby weight). Dilution with water gives an emulsion. The formulation has acontent of 15% by weight of components 1) and 2).

D) Emulsions (EW, EO)

25 parts by weight of a composition according to the invention aredissolved in 35 parts by weight of xylene with addition of calciumdodecylbenzenesulfonate and castor oil ethoxylate (in each case 5 partsby weight). This composition is introduced into 30 parts by weight ofwater by means of an emulsifying machine (Ultraturrax) and made into ahomogeneous emulsion. Dilution with water gives an emulsion. Theformulation has a content of 25% by weight of components 1) and 2).

E) Suspensions (SC, OD)

In an agitated ball mill, 20 parts by weight of a composition accordingto the invention are comminuted with addition of 10 parts by weight ofdispersants and wetting agents and 70 parts by weight of water or anorganic solvent to give a fine suspension. Dilution with water gives astable suspension having a content of 20% by weight of components 1) and2).

F) Water-Dispersible Granules and Water-Soluble Granules (WG, SG)

50 parts by weight of a composition according to the invention areground finely with addition of 50 parts by weight of dispersants andwetting agents and prepared as water-dispersible or water-solublegranules by means of technical appliances (for example extrusion, spraytower, fluidized bed). Dilution with water gives a stable dispersion orsolution having a content of 50% by weight of components 1) and 2).

G) Water-Dispersible Powders and Water-Soluble Powders (WP, SP)

75 parts by weight of a composition according to the invention areground in a rotor-stator mill with addition of 25 parts by weight ofdispersants, wetting agents and silica gel. Dilution with water gives astable dispersion or solution having a content of 75% by weight ofcomponents 1) and 2).

2. Products to be Applied Undiluted

H) Dustable Powders (DP)

5 parts by weight of a composition according to the invention are groundfinely and mixed intimately with 95 parts by weight of finely dividedkaolin. This gives a dustable product having a content of 5% by weightof components 1) and 2).

J) Granules (GR, FG, GG, MG)

0.5 part by weight of a composition according to the invention is groundfinely and associated with 99.5 parts by weight of carriers. Currentmethods are extrusion, spray-drying or the fluidized bed. This givesgranules to be applied undiluted having a content of 0.5% of weight ofcomponents 1) and 2).

K) ULV Solutions (UL)

10 parts by weight of a composition according to the invention aredissolved in 90 parts by weight of an organic solvent, for examplexylene. This gives a product to be applied undiluted having a compoundcontent of 10% by weight of components 1) and 2).

Components 1) and 2) can be used as such, in the form of theirformulations or the use forms prepared therefrom, for example in theform of directly sprayable solutions, powders, suspensions ordispersions, emulsions, oil dispersions, pastes, dustable products,materials for spreading, or granules, by means of spraying, atomizing,dusting, spreading or pouring. The use forms depend entirely on theintended purposes; they are intended to ensure in each case the finestpossible distribution of components 1) and 2) according to theinvention.

Aqueous use forms can be prepared from emulsion concentrates, pastes orwettable powders (sprayable powders, oil dispersions) by adding water.To prepare emulsions, pastes or oil dispersions, the substances, as suchor dissolved in an oil or solvent, can be homogenized in water by meansof a wetting agent, tackifier, dispersant or emulsifier. However, it isalso possible to prepare concentrates composed of active substance,wetting agent, tackifier, dispersant or emulsifier and, if appropriate,solvent or oil, and such concentrates are suitable for dilution withwater.

The concentrations of the components in the ready-to-use preparationscan be varied within relatively wide ranges. In general, they are from0.0001 to 100%, preferably from 0.01 to 100%.

Components 1) and 2) may also be used successfully in theultra-low-volume process (ULV), it being possible to apply formulationscomprising over 95% by weight of active compound, or even to applycomponents 1) and 2) without additives.

Oils of various types, wetting agents or adjuvants may be added to thecomponent 1) or 2), even, if appropriate, not until immediately prior touse (tank mix). These agents are typically admixed with component 1) or2) according to the invention in a weight ratio of from 1:100 to 100:1,preferably from 1:10 to 10:1.

Suitable adjuvants in this sense are in particular: organically modifiedpolysiloxanes, for example Break Thru S 240®; alcohol alkoxylates, forexample Atplus 245®, Atplus MBA 1303®, Plurafac LF 300® and Lutensol ON30®; EO/PO block polymers, for example Pluronic RPE 2035® and GenapolB®; alcohol ethoxylates, for example Lutensol XP 80®; and sodiumdioctylsulfosuccinate, for example Leophen RA®.

Components 1) and 2) or the composition comprising components 1) and 2),or the corresponding formulations, are applied by treating the harmfulfungi, the plants, seeds, soils, areas, materials or spaces to be keptfree from them with a fungicidally effective amount of the compositionor, in the case of separate application, of the components 1) and 2)separately. Application can be before or after the infection by harmfulfungi.

The fungicidal action of components 1) and 2) and of the compositionsaccording to the invention was demonstrated by the tests below.

Components 1) and 2), separately or jointly, were prepared as a stocksolution comprising 25 mg of active compound which was made up to 10 mlusing a mixture of acetone and/or DMSO and the emulsifier Uniperol® EL(wetting agent having an emulsifying and dispersing action based onethoxylated alkylphenols) in a ratio by volume of solvent/emulsifier of99:1. The mixture was then made up to 100 ml with water. This stocksolution was diluted with the solvent/emulsifier/water mixture describedto give the concentration of active compound stated below.

The visually determined percentages of infected leaf areas wereconverted into efficacies in % of the untreated control:

The efficacy (E) is calculated as follows using Abbot's formula:

E=(1−α/β)·100

α corresponds to the fungicidal infection of the treated plants in % and

β corresponds to the fungicidal infection of the untreated (control)plants in %

An efficacy of 0 means that the infection level of the treated plantscorresponds to that of the untreated control plants; an efficacy of 100means that the treated plants were not infected.

The expected efficacies of active compound combinations were determinedusing Colby's formula (Colby, S. R. “Calculating synergistic andantagonistic responses of herbicide combinations”, Weeds, 15, pp. 20-22,1967) and compared with the observed efficacies.

E=x+y−x·y/100  Colby's formula:

-   E expected efficacy, expressed in % of the untreated control, when    using the mixture of the active compounds A and B at the    concentrations a and b-   x efficacy, expressed in % of the untreated control, when using the    active compound A at the concentration a-   y efficacy, expressed in % of the untreated control, when using the    active compound B at the concentration b

1. A fungicidal composition for controlling phytopathogenic harmfulfungi, comprising 1) a fungicidal strain (I) selected from a) theBacillus substilis strain with NRRL Accession No. B-21661, and b) theBacillus pumilus strain with NRRL Accession No. B-30087, or a mutant ofthese strains having all the identifying characteristics of therespective strain, or a metabolite produced by the respective strainthat exhibits activity against plant pathogenic fungi, and 2) at leastone chemical compound (II), selected from the active compound groups A)to F): A) azoles selected from the group consisting of azaconazole,diniconazole-M, oxpoconazol, paclobutrazol, uniconazol,1-(4-chloro-phenyl)-2-([1,2,4]triazol-1-yl)-cycloheptanol andimazalil-sulfphate; B) strobilurins selected from the group consistingof2-(2-(6-(3-chloro-2-methyl-phenoxy)-5-fluoro-pyrimidin-4-yloxy)-phenyl)-2-methoxyimino-N-methyl-acetamideand3-methoxy-2-(2-(N-(4-methoxy-phenyl)-cyclopropanecarboximidoylsulfanylmethyl)-phenyl)-acrylicacid methyl ester; C) carboxamides selected from the group consisting ofbenalaxyl, benalaxyl-M, 2-amino-4-methyl-thiazole-5-carboxamide,2-chloro-N-(1,1,3-trimethyl-indan-4-yl)-nicotinamide,N-(2-(1,3-dimethylbutyl)phenyl)-1,3-dimethyl-5-fluoro-1H-pyrazole-4-carboxamide,N-(4′-chloro-3′,5-difluoro-biphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,N-(4′-chloro-3′,5-difluoro-biphenyl-2-yl)-3-trifluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,N-(cis-2-bicyclopropyl-2-yl-phenyl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,N-(trans-2-bicyclopropyl-2-yl-phenyl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,fluopyram,N-(3-ethyl-3,5-5-trimethyl-cyclohexyl)-3-formylamino-2-hydroxy-benzamide,oxytetracyclin, silthiofam, N-(6-methoxypyridin-3-yl)cyclopropanecarboxylic acid amide, penthiopyrad, isopyrazam and a1-methyl-pyrazol-4-ylcarboxamide of the formula III

in which the substituents are as defined below: X is hydrogen orfluorine; R¹ is C₁-C₄-alkyl or C₁-C₄-haloalkyl; R² is hydrogen orhalogen; R³, R⁴ and R⁵ independently of one another are hydrogen, cyano,nitro, halogen, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy,C₁-C₄-haloalkoxy or C₁-C₄-alkylthio; D) heterocyclic compounds selectedfrom the group consisting of5-chloro-7-(4-methylpiperidin-1-yl)-6-(2,4,6-trifluorophenyl)-[1,2,4]triazolo[1,5-a]pyrimidine,2,3,5,6-tetrachloro-4-methanesulfonyl-pyridine,3,4,5-trichloro-pyridine-2,6-di-carbonitrile,N-(1-(5-bromo-3-chloro-pyridin-2-yl)ethyl)-2,4-dichloro-nicotinamide,N-((5-bromo-3-chloro-pyridin-2-yl)methyl)-2,4-dichloro-nicotinamide,diflumetorim, nitrapyrin, dodemorph-acetate, fluoroimid, blasticidin-S,chinomethionat, debacarb, oxolinic acid, piperalin and anazolopyrimidinylamine of the formula IV

in which the substituents have the following meanings: E¹ isC₃-C₁₂-alkyl, C₂-C₁₂-alkenyl, C₅-C₁₂-alkoxyalkyl, C₃-C₆-cycloalkyl,phenyl or phenyl-C₁-C₄-alkyl; E² is C₁-C₁₂-alkyl, C₂-C₁₂-alkenyl,C₁-C₄-haloalkyl or C₁-C₄-alkoxy-C₁-C₄-alkyl; where the aliphatic chainsin E¹ and/or E² may be substituted by one to four identical or differentgroups R^(a): R^(a) is halogen, cyano, hydroxyl, mercapto, C₁-C₁₀-alkyl,C₁-C₁₀-haloalkyl, C₃-C₈-cycloalkyl, C₂-C₁₀-alkenyl, C₂-C₁₀-alkynyl,C₁-C₆-alkoxy, C₁-C₆-alkylthio, C₁-C₆-alkoxy-C₁-C₆-alkyl or NR^(A)R^(B);R^(A), R^(B) independently of one another are hydrogen or C₁-C₆-alkyl;where the cyclic groups in E¹ and/or R^(a) may be substituted by one tofour groups R^(b): R^(b) is halogen, cyano, hydroxyl, mercapto, nitro,NR^(A)R^(B), C₁-C₁₀-alkyl, C₁-C₆-haloalkyl, C₂-C₆-alkenyl, C₂-C₆-alkynylor C₁-C₆-alkoxy; E³ is hydrogen, halogen, cyano, NR^(A)R^(B), hydroxyl,mercapto, C₁-C₆-alkyl, C₁-C₆-haloalkyl, C₃-C₈-cycloalkyl, C₁-C₆-alkoxy,C₁-C₆-alkylthio, C₃-C₈-cycloalkoxy, C₃-C₈-cycloalkylthio, carboxyl,formyl, C₁-C₁₀-alkyl-carbonyl, C₁-C₁₀-alkoxycarbonyl,C₂-C₁₀-alkenyloxycarbonyl, C₂-C₁₀-alkynyloxycarbonyl, phenyl, phenoxy,phenylthio, benzyloxy, benzylthio or C₁-C₆-alkyl-S(O)_(m)—; m is 0, 1 or2; A is CH or N; E) carbamates selected from the group consisting ofmethasulphocarb and propamocarb hydrochlorid; F) other fungicidesselected from the group consisting of metrafenone, dodine free base,guazatine-acetate, iminoctadine-triacetate,iminoctadine-tris(albesilate), kasugamycin-hydrochlorid-hydrat,dichlorophen, pentachlorophenol and its salts,N-(4-chloro-2-nitro-phenyl)-N-ethyl-4-methyl-benzenesulfon-amide,dicloran, nitrothal-isopropyl, tecnazen, biphenyl, bronopol,diphenylamine, mildiomycin, oxin-copper, prohexadione calcium,N-(cyclopropylmethoxyimino-(6-difluoromethoxy-2,3-difluoro-phenyl)-methyl)-2-phenylacetamide,N′-(4-(4-chloro-3-trifluoromethyl-phenoxy)-2,5-dimethyl-phenyl)-N-ethyl-N-methylformamidine,N′-(4-(4-fluoro-3-trifluoromethyl-phenoxy)-2,5-dimethyl-phenyl)-N-ethyl-N-methylformamidine,N′-(2-methyl-5-trifluormethyl-4-(3-trimethylsilanyl-propoxy)-phenyl)-N-ethyl-N-methylformamidine andN′-(5-difluormethyl-2-methyl-4-(3-trimethylsilanyl-propoxy)-phenyl)-N-ethyl-N-methylformamidine; in a synergistically effective amount.
 2. The fungicidalcomposition according to claim 1, comprising as component 1) acommercially available formulation of strain a) or b).
 3. The fungicidalmixture according to claim 1 or 2, comprising as component 2) at leastone chemical compound (II), selected from the active compound groups C),D) and F).
 4. The fungicidal mixture according to claim 1 or 2,comprising as component 2)5-chloro-7-(4-methylpiperidin-1-yl)-6-(2,4,6-trifluorophenyl)-[1,2,4]triazolo[1,5-a]pyrimidineor an azolopyrimidin-7-ylamine of the formula IV.
 5. The fungicidalcomposition according to claim 1 or 2, comprising as component 2)N-(2-(1,3-dimethylbutyl)-phenyl)-1,3-dimethyl-5-fluoro-1H-pyrazole-4-carboxamide,N-(cis-2-bicyclopropyl-2-yl-phenyl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,N-(trans-2-bicyclopropyl-2-yl-phenyl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,penthiopyrad or a 1-methyl-pyrazol-4-ylcarboxamide of the formula III.6. The fungicidal composition according to claim 1 or 2, comprising anadditional active compound V, selected from the groups G) to M): G)azoles selected from the group consisting of bitertanol, bromuconazole,cyproconazole, difenoconazole, diniconazole, enilconazole,epoxiconazole, fluquinconazole, fenbuconazole, flusilazole, flutriafol,hexaconazole, imibenconazole, ipconazole, metconazole, myclobutanil,penconazole, propiconazole, prothioconazole, simeconazole, triadimefon,triadimenol, tebuconazole, tetraconazole, triticonazole, prochloraz,pefurazoate, imazalil, triflumizole, cyazofamid, benomyl, carbendazim,thiabendazole, fuberidazole, ethaboxam, etridiazole and hymexazole; H)strobilurins selected from the group consisting of azoxystrobin,dimoxystrobin, enestroburin, fluoxastrobin, kresoxim-methyl,methominostrobin, orysastrobin, picoxystrobin, pyraclostrobin,trifloxystrobin, enestroburin, methyl(2-chloro-5-[1-(3-methylbenzyloxyimino)ethyl]benzyl)carbamate, methyl(2-chloro-5-[1-(6-methylpyridin-2-ylmethoxyimino)ethyl]benzyl)carbamateand methyl2-(ortho-(2,5-dimethylphenyloxymethylene)phenyl)-3-methoxyacrylate; J)carboxamides selected from the group consisting of carboxin, boscalid,fenhexamid, flutolanil, furametpyr, mepronil, metalaxyl, mefenoxam,ofurace, oxadixyl, oxycarboxin, penthiopyrad, thifluzamide, tiadinil,3,4-dichloro-N-(2-cyanophenyl)isothiazole-5-carboxamide, dimethomorph,flumorph, flumetover, fluopicolide (picobenzamid), zoxamide,carpropamid, diclocymet, mandipropamid,N-(2-(4-[3-(4-chlorophenyl)prop-2-ynyloxy]-3-methoxy-phenyl)ethyl)-2-methanesulfonylamino-3-methylbutyramide,N-(2-(4-[3-(4-chlorophenyl)prop-2-ynyloxy]-3-methoxyphenyl)ethyl)-2-ethanesulfonylamino-3-methylbutyramide,methyl3-(4-chlorophenyl)-3-(2-isopropoxycarbonylamino-3-methylbutyrylamino)propionate,N-(4′-bromobiphenyl-2-yl)-4-difluoromethyl-2-methylthiazole-5-carboxamide,N-(4′-trifluoromethylbiphenyl-2-yl)-4-difluoromethyl-2-methylthiazole-5-carboxamide,N-(4′-chloro-3′-fluorobiphenyl-2-yl)-4-difluoromethyl-2-methyl-thiazole-5-carboxamide,N-(3′,4′-dichloro-4-fluorobiphenyl-2-yl)-3-difluoro-methyl-1-methylpyrazole-4-carboxamide,N-(3′,4′-dichloro-5-fluorobiphenyl-2-yl)-3-difluoromethyl-1-methylpyrazole-4-carboxamideand N-(2-cyano-phenyl)-3,4-dichloroisothiazole-5-carboxamide; K)heterocyclic compounds selected from the group consisting of fluazinam,pyrifenox, bupirimate, cyprodinil, fenarimol, ferimzone, mepanipyrim,nuarimol, pyrimethanil, triforine, fenpiclonil, fludioxonil, aldimorph,dodemorph, fenpropimorph, tridemorph, fenpropidin, iprodione,procymidone, vinclozolin, famoxadone, fenamidone, octhilinone,probenazole, anilazine, diclomezine, pyroquilon, proquinazid,tricyclazole, 2-butoxy-6-iodo-3-propylchromen-4-one,acibenzolar-S-methyl, captafol, captan, dazomet, folpet, fenoxanil,quinoxyfen andN,N-dimethyl-3-(3-bromo-6-fluoro-2-methylindole-1-sulfonyl)[1,2,4]triazole-1-sulfonamide;L) carbamates selected from the group consisting of mancozeb, maneb,metam, metiram, ferbam, propineb, thiram, zineb, ziram, diethofencarb,iprovalicarb, flubenthiavalicarb, propamocarb, 4-fluorophenylN-(1-(1-(4-cyanophenyl)ethanesulfonyl)but-2-yl)carbamate, methyl3-(4-chlorophenyl)-3-(2-isopropoxycarbonylamino-3-methyl-butyrylamino)propanoateand carbamate oxime ethers of the formula VI

in which Z is N or CH; M) other fungicides selected from the groupconsisting of guanidine, dodine, iminoctadine, guazatine, antibiotics:kasugamycin, streptomycin, polyoxin, validamycin A, nitrophenylderivatives: binapacryl, dinocap, dinobuton, sulfur-containingheterocyclyl compounds: dithianon, isoprothiolane, organometalliccompounds: fentin salts, organophosphorus compounds: edifenphos,iprobenfos, fosetyl, fosetyl-aluminum, phosphorous acid and its salts,pyrazophos, tolclofos-methyl, organochlorine compounds: chlorothalonil,dichlofluanid, flusulfamide, hexachlorobenzene, phthalide, pencycuron,quintozene, thiophanate-methyl, tolylfluanid, inorganic activecompounds: Bordeaux mixture, copper acetate, copper hydroxide, copperoxychloride, basic copper sulfate, sulfur, others: cyflufenamid,cymoxanil, dimethirimol, ethirimol, furalaxyl and spiroxamine.
 7. Thefungicidal composition according to any of claims 1 to 6, comprising thecomponents 1) and 2) in a weight ratio of from 100:1 to 1:100.
 8. Afungicidal agent, comprising at least one liquid or solid carrier and acomposition according to any of claims 1 to
 6. 9. A method forcontrolling phytopathogenic harmful fungi, wherein the fungi, theirhabitat or the plants to be protected against fungal attack, the soil,seed, areas, materials or spaces are/is treated with an effective amountof a component 1) and a component 2) according to any of claims 1 to 6.10. The method according to claim 9, wherein components 1) and 2)according to any of claims 1 to 6 are applied simultaneously, that isjointly or separately, or in succession.
 11. Seed, comprising acomposition according to any of claims 1 to
 6. 12. The use ofcomponents 1) and 2) according to any of claims 1 to 6 for preparing afungicidal agent suitable for controlling harmful fungi.
 13. The use ofcomponents 1) and 2) according to any of claims 1 to 6 for treatingtransgenic plants or the seed thereof.